(a) Interpretation: The possible structures of the starting materials of the given Diels-Alder product are to be given. Concept introduction: In order to find the starting materials of the given compounds follows the rules are given below. First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4 . Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms. In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C 1 − C 2 and C3 − C4 double bonds. In order to complete the dienophile structure, add the double bonds between its carbons. Also, dienophile is substituted with electron withdrawing groups.

Question

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Answer 1

Question

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 19

Figure 14

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 20

Figure 15

Conclusion

The possible starting materials of given compound are shown in 15.

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Answer 2

Question

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 19

Figure 14

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 20

Figure 15

Conclusion

The possible starting materials of given compound are shown in 15.

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Answer 3

Question

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 19

Figure 14

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 20

Figure 15

Conclusion

The possible starting materials of given compound are shown in 15.

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Answer 4

Question

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 19

Figure 14

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 20

Figure 15

Conclusion

The possible starting materials of given compound are shown in 15.

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Answer 5

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 19

Figure 14

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 20

Figure 15

Conclusion

The possible starting materials of given compound are shown in 15.

Answer 6

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Answer 7

Chapter 15, Problem 15.20P

Interpretation Introduction

(a)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

In order to find the starting materials of the given compounds follows the rules are given below.

First, label the double bond carbons as C2 and C3 and single bond carbon atoms as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbon atoms.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Answer 8

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound can be as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 1

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

First designate the double bond carbon atoms as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 3

Figure 1

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 4

Figure 2

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 5

Figure 3

Similarly, second possibility on the basis of above mentioned steps will be as follows.

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 6

Figure 4

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 7

Figure 5

Finally, complete the dienophile structure by adding the double bonds between carbons

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 8

Figure 6

Answer 13

Conclusion

The possible starting materials of the given compound are shown in Figure 3 and Figure 6.

Answer 14

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Answer 15

Interpretation Introduction

(b)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Answer 16

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 9

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 and C4. Now, break the single bonds which make this structure incomplete as shown below.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 10

Figure 7

In order to complete the structure of diene, remove the double bonds present between carbons 2 and 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 11

Figure 8

Finally, complete the dienophile structure by adding the double bonds between carbon atoms.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 12

Figure 9

Answer 21

Conclusion

The possible starting materials of given compound are shown in Figure 9.

Answer 22

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Answer 23

Interpretation Introduction

(c)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Answer 24

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 13

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

First designate the double bond carbons as C2 & C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 14

Figure 10

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 15

Figure 11

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 16

Figure 12

Answer 29

Conclusion

The possible starting materials of given compound are shown in Figure 12.

Answer 30

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 19

Figure 14

Finally, complete the dienophile structure by adding the double bonds between carbons.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 20

Figure 15

Conclusion

The possible starting materials of given compound are shown in 15.

Answer 31

Interpretation Introduction

(d)

Interpretation:

The possible structures of the starting materials of the given Diels-Alder product are to be given.

Concept introduction:

First, label the double bond carbons as C2 and C3 and single bond carbons as C1 and C4. Break the single bond between C1 and C4 and their adjacent dienophile carbons.

In order to complete the diene structure, eliminate the double bonds between C2 and C3 followed by the addition of C1−C2 and C3−C4 double bonds.

In order to complete the dienophile structure, add the double bonds between its carbons.

Also, dienophile is substituted with electron withdrawing groups.

Answer 32

Expert Solution

Answer to Problem 15.20P

The possible structures of starting materials of given compound are as follows.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 17

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

First designate the double bond carbons as C2 and C3 and single bonds as C1 & C4. Now, break the single bonds which make this structure incomplete.

EBK ORGANIC CHEMISTRY, Chapter 15, Problem 15.20P , additional homework tip 18

Figure 13

In order to complete the structure of diene, remove the double bonds present between carbons 2 & 3 followed by the addition of C1−C2 and C3−C4 double bonds.