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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Write the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3
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(a) (CH3)3CBr give the common name (if possible).

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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