PKG ORGANIC CHEMISTRY
PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 15, Problem 15.12P
Interpretation Introduction

(a)

Interpretation: All the steps and reagents needed to convert cyclohexane into given compound is to be shown.

Concept introduction: Halogens react with alkanes in presence of heat or light to form alkyl halides. This is known as halogenation reaction. This is a free radical substitution reaction. In this the halogen substitutes the hydrogen atom from CH sigma bond of the alkane.

Dehydrohalogenation reaction is a class of reaction in which the removal of hydrogen halide takes place in the presence of strong base.

The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. This is an anti addition.

Interpretation Introduction

(b)

Interpretation: All the steps and reagents needed to convert cyclohexane into given compound is to be shown.

Concept introduction: Halogens react with alkanes in presence of heat or light to form alkyl halides. This is known as halogenation reaction. This is a free radical substitution reaction. In this the halogen substitutes the hydrogen atom from CH sigma bond of the alkane.

Dehydrohalogenation reaction is class of reaction in which the removal of hydrogen halide takes place in presence of strong base.

In the presence of peroxide, alkene is oxidized to epoxide. This is known as epoxidation. This is a syn addition. The weak pi bond of alkene and weak OO bond of peroxide are broken and two new CO bonds are formed. Breaking of bonds and formation of bonds takes place in single step. mCPBA is meta-chloroperoxybenzoicacid.

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Show all steps and reagents needed to convert cyclohexane into each compound: (a) the two enantiomers of trans-1,2- dibromocyclohexane; and (b) 1,2-epoxycyclohexane.
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Name the following organic compound: CH3 S CH CH3 CH 0 CH, CH, 3-methylsulfide-2-ethoxy butane 2-ethoxy-3-methylthio butane O 3-ethoxy-2-methylthio butane O 2-methylsulfide-3-ethoxy butane O 2-ethoxy-3-methylsulfide butane

Chapter 15 Solutions

PKG ORGANIC CHEMISTRY

Ch. 15 - Prob. 15.11PCh. 15 - Prob. 15.12PCh. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - Prob. 15.15PCh. 15 - Prob. 15.16PCh. 15 - Draw the products of each reaction. a. b. c. Ch. 15 - Draw all constitutional isomers formed when each...Ch. 15 - Draw the structure of the four allylic halides...Ch. 15 - Problem 15.20 Which compounds can be prepared in...Ch. 15 - Which CH bond is most readily cleaved in linolenic...Ch. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Problem 15.24 When adds to under radical...Ch. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Problem 15.27 Draw the steps of the mechanism that...Ch. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - 15.35 What is the major monobromination product...Ch. 15 - Prob. 15.36PCh. 15 - 15.37 What alkane is needed to make each alkyl...Ch. 15 - 15.38 Which alkyl halides can be prepared in good...Ch. 15 - Prob. 15.39PCh. 15 - 15.40 Explain why radical bromination of p-xylene...Ch. 15 - a. What product(s) (excluding stereoisomers) are...Ch. 15 - Prob. 15.42PCh. 15 - 15.43 Draw the products formed when each alkene is...Ch. 15 - 15.44 Draw all constitutional isomers formed when...Ch. 15 - 15.45 Draw the organic products formed in each...Ch. 15 - Prob. 15.46PCh. 15 - 15.47 Treatment of a hydrocarbon A (molecular...Ch. 15 - 15.48 Draw the products formed in each reaction...Ch. 15 - Prob. 15.49PCh. 15 - 15.50 Draw all the monochlorination products that...Ch. 15 - Prob. 15.51PCh. 15 - 15.52 (a) Draw the products (including...Ch. 15 - 15.53 Consider the following bromination: . a....Ch. 15 - 15.54 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - 15.57 Devise a synthesis of each compound from...Ch. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - 15.60 Devise a synthesis of each compound using ...Ch. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - 15.63 As described in Section 9.16, the...Ch. 15 - 15.64 Ethers are oxidized with to form...Ch. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - 15.67 In cells, vitamin C exists largely as its...Ch. 15 - What monomer is needed to form each...Ch. 15 - Prob. 15.69PCh. 15 - Prob. 15.70PCh. 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. 15.73PCh. 15 - 15.74 A and B, isomers of molecular formula , are...Ch. 15 - Prob. 15.75PCh. 15 - 15.76 Draw a stepwise mechanism for the...Ch. 15 - Prob. 15.77PCh. 15 - Prob. 15.78PCh. 15 - Prob. 15.79P
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