Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 9, Problem 53P

(a)

Interpretation Introduction

Interpretation:

Substitution product of 2-chloro-methyl-3 4 hexene added to a solution of sodium acetate in acetic acid has to be given.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

Substitution product of 3-bromo-1-methylcyclohexene added to a solution of sodium acetate in acetic acid has to be given.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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The correct IUPAC name for this compound is: O a. 4-oxa-1-cyclohexanol O b. 4-hydroxyoxacyclohexene O c. 4-oxa-1-cyclohexenol O d. 4-oxacyclohexane-1-ol OH
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Based on the image attached, which of the following is the correct systematic name for the compound? A. 3-benzyl-6-bromo-3-ethyl-2-methyldecan-7,8-diol B. 5-bromo-8-cyclohexyl-8-ethyl-9-methyldecan-3,4-diol C. 3-benzyl-6-bromo-3-isopropyldecan-7,8-diol D. 5-bromo-8-cyclohexyl-8-isopropyldecan-3,4-diol

Chapter 9 Solutions

Organic Chemistry

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