Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 15, Problem 15.53P
Interpretation Introduction

(a)

Interpretation:

To draw all the stereoisomers of (3S)-3-methylhexane when it is treated with Cl2

Concept introduction:

It is a chlorination reaction. The stereochemistry of the reaction depends mainly on whether the reaction occurs at a stereogenie center or any other atom, and whether a new stereogenic center is formed in it or not. An achiral starting material always gives either an achiral or a racemic product. But for the chiral, if a reaction does not occur at a stereogenic center, the configuration at a stereogenic center is retained in the product and if a reaction occurs at a stereogenic center, there is a mechanism to predict the stereochemistry of the product.

Interpretation Introduction

(b)

Interpretation:

To find out how many different fractions would be obtained from the isomers.

Concept introduction:

The stereochemistry of a reaction depends mainly on whether the reaction occurs at a stereogenie center or any other atom, and whether a new stereogenic center is formed in it or not.

An achiral starting material always gives either an achiral or a racemic product. But for the chiral, if a reaction does not occur at a stereogenic center, the configuration at a stereogenic center is retained in the product and if a reaction occurs at a stereogenic center, there is a mechanism to predict the stereochemistry of the product.

Interpretation Introduction

(c)

Interpretation:

To find out how many fractions of the isomers would be optically active.

Concept introduction:

The stereochemistry of a reaction depends mainly on whether the reaction occurs at a stereogenie center or any other atom, and whether a new stereogenic center is formed in it or not.

An achiral starting material always gives either an achiral or a racemic product. But for the chiral, if a reaction does not occur at a stereogenic center, the configuration at a stereogenic center is retained in the product and if a reaction occurs at a stereogenic center, there is a mechanism to predict the stereochemistry of the product.

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Chapter 15 Solutions

Organic Chemistry

Ch. 15 - Prob. 15.11PCh. 15 - Synthesize each compound from (CH3)3CH. a....Ch. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - Prob. 15.15PCh. 15 - Prob. 15.16PCh. 15 - Prob. 15.17PCh. 15 - Prob. 15.18PCh. 15 - Draw all constitutional isomers formed when each...Ch. 15 - Draw the structure of the four allylic halides...Ch. 15 - Which compounds can be prepared in good yield by...Ch. 15 - Which CH bond is most readily cleaved in linolenic...Ch. 15 - Prob. 15.23PCh. 15 - Draw the products formed when each alkene is...Ch. 15 - Problem 15.24 When adds to under radical...Ch. 15 - Prob. 15.26PCh. 15 - Draw an energy diagram for the two propagation...Ch. 15 - Prob. 15.28PCh. 15 - Problem 15.27 Draw the steps of the mechanism that...Ch. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Why is a benzylic CH bond labeled in red unusually...Ch. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - What alkane is needed to make each alkyl halide by...Ch. 15 - Which alkyl halides can be prepared in good yield...Ch. 15 - Prob. 15.41PCh. 15 - 15.40 Explain why radical bromination of p-xylene...Ch. 15 - a. What product(s) (excluding stereoisomers) are...Ch. 15 - Prob. 15.44PCh. 15 - Prob. 15.45PCh. 15 - Prob. 15.46PCh. 15 - 15.44 Draw all constitutional isomers formed when...Ch. 15 - Draw the organic products formed in each reaction....Ch. 15 - Prob. 15.49PCh. 15 - 15.47 Treatment of a hydrocarbon A (molecular...Ch. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - 15.53 Consider the following bromination: . a....Ch. 15 - 15.54 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 15.57PCh. 15 - An alternative mechanism for the propagation steps...Ch. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Devise a synthesis of each compound from...Ch. 15 - Devise a synthesis of each target compound from...Ch. 15 - Devisea synthesis of each target compound from the...Ch. 15 - Devise a synthesis of each compound using CH3CH3...Ch. 15 - Prob. 15.65PCh. 15 - 15.63 As described in Section 9.16, the...Ch. 15 - 15.64 Ethers are oxidized with to form...Ch. 15 - Prob. 15.68PCh. 15 - Prob. 15.69PCh. 15 - 15.67 In cells, vitamin C exists largely as its...Ch. 15 - What monomer is needed to form each...Ch. 15 - Prob. 15.72PCh. 15 - Prob. 15.73PCh. 15 - 15.71 Draw a stepwise mechanism for the following...Ch. 15 - 15.72 As we will learn in Chapter 30, styrene...Ch. 15 - Prob. 15.76PCh. 15 - 15.74 A and B, isomers of molecular formula , are...Ch. 15 - Prob. 15.78PCh. 15 - Radical chlorination of CH3CH3 forms two minor...Ch. 15 - 15.76 Draw a stepwise mechanism for the...Ch. 15 - Prob. 15.81PCh. 15 - Prob. 15.82PCh. 15 - Prob. 15.83P
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