Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 9, Problem 40P

(a)

Interpretation Introduction

Interpretation:

Affect of rate of the reaction of 2-bromo-2-methylbutane with methanol when the alkyl halide is changed to 2-chloro-2-methylbutane is to be explained.

Concept Introduction:

Rateα [alkyl halide][nucleophile]

Thus,

rate=k[alkylhalide][nucleophile] ,

Where k is the rate constant.

(b)

Interpretation Introduction

Interpretation:

Affect of rate of the reaction of 2-bromo-2-methylbutane with methanol when the alkyl halide is changed to 2-chloro-2-methylbutane is to be explained.

Concept Introduction:

Rateα [alkyl halide][nucleophile]

Thus,

rate=k[alkylhalide][nucleophile] ,

Where k is the rate constant.

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32. Which of the following reactions can be used to prepare 3-methyl-3-hexanol, OH I CH3CH2CCH2CH2CH3 ? 1 CH 3 A. B. CH3CH2CCH2CH2CH3 i CH3CCH2CH2CH3 i CH3CCH2CH3 1. CH3MgBr 2. H30 C. D. A and B E. A, B, and C 1. CH3CH2MgBr 2. H30 1. CH3CH2CH2MgBr 2. H30 33. Complete the following reaction sequence by supplying the missing information: (1) (2) 4. ? CH3OH (3) CH3Br CH3CH2OH 5. ? A. (1) NaBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O B. (1) HBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O c. (1) Br2; (2) Mg/ether; (3) CH3MgBr; (4) H2C=O; (5) H2O D. (1) HBr; (2) CH3MgBr; (3) Mg/ether; (4) H2C=O; (5) H2O
4. Which of the following reactions is NOT a method of preparation of alkylhalide? A. addition of halogens to alkenes B. replacement of the -OH in alcohol by a halide C. dehydrohalogenation of hydrocarbon D. addition of hydrogen halide to alkene 5. In SN₂ reaction of alkylhalide(substrate) with NaOH(nucleophile), the rate of the reaction is tripled if the concentration of: A. Substrate and nucleophile are both doubled B. Nucleophile is decreased by 1/3 and substrate doubled C. Substrate is tripled and nucleophile doubled D. Nucleophile is tripled 6. Arrange the following alkylhalide in order of decreasing reactivity in an SN₁ reaction: I. CH3CH(Br)CH₂CH3 A. I>II>III>IV II. CH3CH(C1)CH₂CH3 III. CICH₂CH₂CH₂CH3 IV. (CH3)2C(Br)CHCH3 D. IV>II>I>III B. IV>III>II>I C. IV>I>II>III
Consider the structure of pent-2-ene, if it undergoes ozonolysis, which of the following final product is formed? a.Ethanal and Propanal  b.Ethanal and Propanone c.CO2 and Propanal d.Ethanal and CO2

Chapter 9 Solutions

Organic Chemistry

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