ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 10, Problem 10.35P

Calculate the number of degrees of unsaturation f or each molecular formula.

a. C 6 H 8

b. C 40 H 56

c. C 10 H 16 O 2

d. C 8 H 9 Br

e. C 8 H 9 ClO

f. C 7 H 11 N

g. C 4 H 8 BrN

h. C 10 H 18 ClNO

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The number of degree of unsaturation for the given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C6H8 is 3.

Explanation of Solution

The given molecular formula is C6H8.

The number of carbon and hydrogen atoms present in C6H8 are six and eight.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(6)+2)82=1482=3

Therefore, the number of degree of unsaturation for C6H8 is 3.

Conclusion

The number of degree of unsaturation for C6H8 is 3.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The number of degree of unsaturation for the given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C40H56 is 13.

Explanation of Solution

The given molecular formula is C40H56.

The number of carbon and hydrogen atoms present in C40H56 are 40 and 56.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(40)+2)562=82562=13

Therefore, the number of degree of unsaturation for C40H56 is 13.

Conclusion

The number of degree of unsaturation for C40H56 is 13.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The number of degree of unsaturation for the given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C10H16O2 is 3.

Explanation of Solution

The given molecular formula is C10H16O2.

The number of carbon and hydrogen atoms present in C10H16O2 are 10 and 16.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(10)+2)162=22162=3

Therefore, the number of degree of unsaturation for C10H16O2 is 3.

Conclusion

The number of degree of unsaturation for C10H16O2 is 3.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The number of degree of unsaturation for the given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C8H9Br is 3.

Explanation of Solution

The given molecular formula is C8H9Br.

The number of carbon and hydrogen atoms present in C8H9Br are 8 and 9. If halogen atom is present in molecular formula than replace halogen and add hydrogen. Therefore, the molecular formula becomes C8H10.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(8)+2)102=18102=4

Therefore, the number of degree of unsaturation for C8H9Br is 4.

Conclusion

The number of degree of unsaturation for C10H16O2 is 3.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The number of degree of unsaturation for the given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C8H9ClO is 4.

Explanation of Solution

The given molecular formula is C8H9ClO.

The number of carbon and hydrogen atoms present in C8H9ClO are 8 and 9. If halogen atom is present in molecular formula than replace halogen and add hydrogen. Therefore, the molecular formula becomes C8H10.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(8)+2)102=18102=4

Therefore, the number of degree of unsaturation for C8H9ClO is 4.

Conclusion

The number of degree of unsaturation for C8H9ClO is 4.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The number of degree of unsaturation for given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C7H11N is 3.

Explanation of Solution

The given molecular formula is C7H11N.

The number of carbon and hydrogen atoms present in C7H11N are 7 and 11. If nitrogen atom is present in molecular formula than replace nitrogen and remove hydrogen for each nitrogen atom. Therefore, the molecular formula becomes C7H10.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(7)+2)102=16102=3

Therefore, the number of degree of unsaturation for C7H11N is 3.

Conclusion

The number of degree of unsaturation for C7H11N is 3.

Expert Solution
Check Mark
Interpretation Introduction

(g)

Interpretation: The number of degree of unsaturation for given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C4H8BrN is 1.

Explanation of Solution

The given molecular formula is C4H8BrN.

The number of carbon and hydrogen atoms present in C4H8BrN are 4 and 8. If halogen atom is present in molecular formula than replace halogen and add hydrogen. If nitrogen atom is present in molecular formula than replace nitrogen and remove hydrogen for each nitrogen atom. Therefore, the molecular formula becomes C4H8.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(4)+2)82=1082=1

Therefore, the number of degree of unsaturation for C4H8BrN is 1.

Conclusion

The number of degree of unsaturation for C4H8BrN is 1.

Expert Solution
Check Mark
Interpretation Introduction

(h)

Interpretation: The number of degree of unsaturation for given molecular formula is to be calculated.

Concept introduction: The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Answer to Problem 10.35P

The number of degree of unsaturation for C10H18ClNO is 2.

Explanation of Solution

The given molecular formula is C10H18ClNO.

The number of carbon and hydrogen atoms present in C10H18ClNO are 10 and 18. If halogen atom is present in molecular formula than replace halogen and add hydrogen. If nitrogen atom is present in molecular formula than replace nitrogen and remove hydrogen for each nitrogen atom. Therefore, the molecular formula becomes C10H18.

The formula to calculate the number of degree of unsaturation is,

DU=(2n+2)x2

Where,

n is the number of carbon atom given in molecular formula.

x is the number of hydrogen atom given in molecular formula.

Substitute the value of n and x in the given formula.

DU=(2n+2)x2=(2(10)+2)182=22182=2

Therefore, the number of degree of unsaturation for C10H18ClNO is 2.

Conclusion

The number of degree of unsaturation for C10H18ClNO is 2.

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Chapter 10 Solutions

ORGANIC CHEMISTRY

Ch. 10 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10 - Prob. 10.12PCh. 10 - Problem 10.13 What product is formed when each...Ch. 10 - Prob. 10.14PCh. 10 - Problem 10.15 Draw the products formed when each...Ch. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Addition of HBr to which of the following alkenes...Ch. 10 - Problem 10.19 Draw the products, including...Ch. 10 - Prob. 10.20PCh. 10 - Problem 10.21 What two alkenes give rise to each...Ch. 10 - Prob. 10.22PCh. 10 - Problem 10.23 Draw the products of each reaction,...Ch. 10 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10 - Prob. 10.25PCh. 10 - Problem 10.26 What alkylborane is formed from...Ch. 10 - Draw the products formed when each alkene is...Ch. 10 - What alkene can be used to prepare each alcohol as...Ch. 10 - Prob. 10.29PCh. 10 - Draw the products of each reaction using the two...Ch. 10 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 10.34PCh. 10 - 10.35 Calculate the number of degrees of...Ch. 10 - Prob. 10.36PCh. 10 - Label the alkene in each drug as E or Z....Ch. 10 - Give the IUPAC name for each compound. a. c. e. b....Ch. 10 - Prob. 10.39PCh. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 10.41PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 10.43PCh. 10 - Prob. 10.44PCh. 10 - Prob. 10.45PCh. 10 - Draw the products formed when (CH3)2C=CH2 is...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 10.48PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 10.50PCh. 10 - Draw all stereoisomers formed in each reaction. a....Ch. 10 - Draw the products of each reaction, including...Ch. 10 - Prob. 10.53PCh. 10 - Prob. 10.54PCh. 10 - Prob. 10.55PCh. 10 - 10.56 Draw a stepwise mechanism for the following...Ch. 10 - Prob. 10.57PCh. 10 - Draw a stepwise mechanism for the conversion of...Ch. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 10.61PCh. 10 - Prob. 10.62PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - 10.65 Draw a synthesis of each compound from...Ch. 10 - 10.66 Explain why A is a stable compound but B is...Ch. 10 - Prob. 10.67PCh. 10 - Prob. 10.68PCh. 10 - 10.69 Lactones, cyclic esters such as compound A,...Ch. 10 - 10.70 Draw a stepwise mechanism for the following...Ch. 10 - 10.71 Like other electrophiles, carbocations add...Ch. 10 - 10.72 Draw a stepwise mechanism for the...

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