Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 21.7, Problem 14P
Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of 2bromopentan3one with Li2O3, LiBr, DMF is to be drawn.

Concept introduction: The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of 2bromopentan3one with CH3CH2NH2 is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of 2bromopentan3one with CH3SH is to be drawn.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

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Draw the organic products formed when 2-bromo-3-pentanone (CH,CH,COCHBrCH3) is treated with each reagent: (a) LizCO3, LiBr, DMF; (b) CH;CH2NH2; (c) CH;SH.
Draw the product formed when the Lewis acid (CH3CH2)3C+ reacts with each Lewis base: (a) CH3OH; (b) (CH3)2O; (c) (CH3)2NH.
Draw the product formed when (CH3CH2)3N:, a Lewis base, reacts with each Lewis acid: (a) B(CH3)3; (b) (CH3)3C+; (c) AlCl3.

Chapter 21 Solutions

Organic Chemistry (6th Edition)

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