ORGANIC CHEM BUNDLE >BI<
ORGANIC CHEM BUNDLE >BI<
10th Edition
ISBN: 9781260719567
Author: Carey
Publisher: MCG
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Chapter 13.11, Problem 14P
Interpretation Introduction

Interpretation:

The classification of substituents CH2Cl, CHCl2, and CCl3 by considering the effect on given rate and the regioselectivity in electrophilic aromatic substitution of the given three compounds are to be classified and explained.

Concept Introduction:

Electron withdrawing substituents or deactivating groups decrease the rate of electrophilic aromatic substitution (EAS) relative to benzene. They direct the incoming group toward meta (3-) position.

Electron donating substituents or activating groups increase the rate of electrophilic aromatic substitution (EAS) relative to benzene. They direct the incoming group toward ortho (2-) and para (4-) positions.

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5. Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two alkenes, C 10H 16.  The major alkene B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid.  Which of the following reactions are correct.
Hydroboration of 2-methyl-2-pentene at 25°C, followed by oxidation with alkaline H2o2, yields 2-methyl-3-pentanol, but hydroboration at 160°C followed by oxidation yields 4-methyl-1-pentanol. Suggest a mechanism.
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Chapter 13 Solutions

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