(a) Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any. Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C = C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide , like CH 3 X or RCH 2 X .

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Answer 1

Question

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

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#1. Retro-Electrochemical Reaction: A ring has been made, but the light is causing the molecule to un- cyclize. Undo the ring into all possible molecules. (2pts, no partial credit) hv

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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

Answer 2

Question

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

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Answer 3

Question

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

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Answer 4

Question

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

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Answer 5

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 6

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 7

Chapter 18, Problem 54P

Interpretation Introduction

(a)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 8

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 9

Interpretation Introduction

(b)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 10

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 11

Interpretation Introduction

(c)

Interpretation: The Wittig reagent and carbonyl compound that are needed to prepare the given alkene are to be predicted, and the preferred route is to be identified, if any.

Concept introduction: One should follow the two steps retrosynthesis to find out the starting materials that are needed to prepare the given alkene. The first step is cleaving of C=C into two components, carbonyl and Wittig reagent. The second step is selection of preferred pathway. While selection one should consider that pathway in which Wittig reagent is derived from an unhindered alkyl halide, like CH3X or RCH2X.

Answer 12

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Answer 14

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Answer 15

Ch. 18.1 - Rank the following compounds in order of...Ch. 18.1 - Prob. 2P Ch. 18.2 - Give the IUPAC name for each aldehyde.Ch. 18.2 - Prob. 4P Ch. 18.2 - Give the IUPAC name for each ketone.Ch. 18.5 - Prob. 11P Ch. 18.9 - Problem 21.17 Draw the products of the following...Ch. 18.9 - Problem 21.18 Outline a synthesis of each Wittig...Ch. 18.9 - Problem 21.19 Draw the products (including...Ch. 18.9 - Problem 21.20 What starting materials are needed...

Solution Summary: The author explains the two steps retrosynthesis to find out the Wittig reagent and carbonyl compound that are needed to prepare the given alkene.

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Chapter 18 Solutions