EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 26, Problem 26.29AP
Interpretation Introduction

(a)

Interpretation:

The given compounds are to be ranked in the increasing order of SN1 solvolysis in ethanol is to be stated with an explanation by drawing suitable structures.

Concept Introduction:

The SN1 solvolysis reaction proceeds via carbocation intermediate formation. The leaving group gets eliminated in the first step of the reaction. The rate of solvolysis reaction depends on the stability of the carbocation formed. The carbocation stability depends on the resonance stabilization of the compound.

Interpretation Introduction

(b)

Interpretation:

The increasing order of compound showing SN1 solvolysis in ethanol is to be stated.

Concept Introduction:

The SN1 solvolysis reaction proceeds via carbocation intermediate formation. The leaving group gets eliminated in the first step of the reaction. The rate of solvolysis reaction depends on the stability of the carbocation formed. The carbocation stability depends on the resonance stabilization of the compound.

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(a) Give chemical tests to distinguish between the following pairs of compounds :(i) Pentan-2-ol and Pentan-3-ol (ii) Methanol and Phenol(b) o-nitro phenol is more acidic than o-methoxy phenol. Explain why.
(c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.
(a) Give the products of the phosphoric acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Label the three products with major, minor, and trace amounts. OH H3PO4, heat (b) Describe the rule that is applied in the acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Explain your answer based on the products formed.
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