(a) Interpretation: The relationship between the products of 1 , 2 − and 1 , 4 − addition in the reaction, ( E ) − H 2 C = CH − CH = CH − CH 3 + HCl → is to be stated. Concept introduction: Conjugated dienes give two types of addition products- 1 , 2 − addition and 1 , 4 − addition products. The addition product 1 , 2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1 , 4 indicates the addition of hydrogen halides to carbons that have a 1 , 4 relationship and also, it is the minor product.

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Answer 1

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Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

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1. Calculate the accurate monoisotopic mass (using all 1H, 12C, 14N, 160 and 35CI) for your product using the table in your lab manual. Don't include the Cl, since you should only have [M+H]*. Compare this to the value you see on the LC-MS printout. How much different are they? 2. There are four isotopic peaks for the [M+H]* ion at m/z 240, 241, 242 and 243. For one point of extra credit, explain what each of these is and why they are present. 3. There is a fragment ion at m/z 184. For one point of extra credit, identify this fragment and confirm by calculating the accurate monoisotopic mass. 4. The UV spectrum is also at the bottom of your printout. For one point of extra credit, look up the UV spectrum of bupropion on Google Images and compare to your spectrum. Do they match? Cite your source. 5. For most of you, there will be a second chromatographic peak whose m/z is 74 (to a round number). For one point of extra credit, see if you can identify this molecule as well and confirm by…

Please draw, not just describe!

can you draw each step on a piece of a paper please this is very confusing to me

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

Expert Solution & Answer

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

Expert Solution & Answer

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

Expert Solution & Answer

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See solution

Answer 5

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

Answer 6

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Answer 7

Chapter 15, Problem 15.66AP

Interpretation Introduction

(a)

Interpretation:

The relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + HCl→ is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The change in the relationship between the products of 1,2− and 1,4− addition in the reaction, (E)−H2C=CH−CH=CH−CH3 + DCl→ by using DCl is to be stated.

Concept introduction:

Conjugated dienes give two types of addition products-1,2− addition and 1,4− addition products. The addition product 1,2 indicates the addition of hydrogen halide at adjacent carbon and also, it is the major product. The addition product 1,4 indicates the addition of hydrogen halides to carbons that have a 1,4 relationship and also, it is the minor product.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The product that is obtained by the reaction of (E)−penta−1,3−diene and DCl which is kinetically controlled is to be predicted.

Concept introduction:

The reduction of an aldehyde or ketone in the presence of a hydride like LiAlH4 and NaBH4 forms the corresponding alcohol. The reduction of an aldehyde forms a primary alcohol and the reduction of a ketone forms a secondary alcohol.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 15 - Prob. 15.1P Ch. 15 - Prob. 15.2P Ch. 15 - Prob. 15.3P Ch. 15 - Prob. 15.4P Ch. 15 - Prob. 15.5P Ch. 15 - Prob. 15.6P Ch. 15 - Prob. 15.7P Ch. 15 - Prob. 15.8P Ch. 15 - Prob. 15.9P Ch. 15 - Prob. 15.10P

Solution Summary: The author explains the relationship between the products of 1,2- and ,1,4- addition in the reaction.

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