(a) Interpretation: Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed. Concept introduction: The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH 4 is a reducing agent capable of reducing this to an amine . The overall synthesis will be substituted followed by reduction which will give the desired product.

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Answer 1

Question

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

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2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11

Complete the spectroscopy with structure

Answer 2

Question

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

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Answer 3

Question

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

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Answer 4

Question

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

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Answer 5

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

Answer 6

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Answer 7

Chapter 19, Problem 19.71P

Interpretation Introduction

(a)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The relative position of the heteroatom in the target compound is 1, 2. The retrosynthetic approach suggests that is it contains cyanohydrin intermediate. This can be produced from propanal. LiAlH₄ is a reducing agent capable of reducing this to an amine. The overall synthesis will be substituted followed by reduction which will give the desired product.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Synthetic approach for the synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. The retrosynthesis approach suggests the that an aldol to be a key intermediate. OH group in this aldol can be substituted by Br which further can be converted to thioether by a substitution reaction.

Answer 10

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Answer 11

Interpretation Introduction

(c)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 3-positioning of heteroatom. Retrosynthesis suggest that it contain α,β -unsaturated aldehyde as a key intermediate.

Answer 12

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

Answer 13

Interpretation Introduction

(d)

Interpretation:

Synthetic approach for synthesis of following using propanal and any other ketone or aldehyde as only starting material containing carbon is to be proposed.

Concept introduction:

The product has 1, 5-positioning of heteroatom. Retrosynthesis approach suggest the that it has α,β-unsaturated ketone as an key intermediate. It also suggests cyclohexanone to be a starting material along with propanal.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 19 - Prob. 19.1P Ch. 19 - Prob. 19.2P Ch. 19 - Prob. 19.3P Ch. 19 - Prob. 19.4P Ch. 19 - Prob. 19.5P Ch. 19 - Prob. 19.6P Ch. 19 - Prob. 19.7P Ch. 19 - Prob. 19.8P Ch. 19 - Prob. 19.9P Ch. 19 - Prob. 19.10P

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Chapter 19 Solutions