EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 8, Problem 8.37AP
Interpretation Introduction

(a)

Interpretation:

Among the given solvents, the one in which DMSO is not miscible is to be identified.

Concept introduction:

A compound is said to be a polar due to the presence of an electronegative atom that tends to attract the electrons closer to itself as compared to the other atom. The electronegative atom acquires a partial negative charge and creates a partial positive charge on the other atom. Polar compounds are soluble in polar solvents, whereas non-polar compounds are soluble in non-polar solvents.

Interpretation Introduction

(b)

Interpretation:

Among the given solvents, the one in which hexane is not miscible is to be identified.

Concept introduction:

A compound is said to be a polar due to the presence of an electronegative atom that tends to attract the electrons closer to itself as compared to the other atom. The electronegative atom acquires a partial negative charge and creates a partial positive charge on the other atom. Polar compounds are soluble in polar solvents, whereas non-polar compounds are soluble in non-polar solvents.

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Interpret the acidity of alcohols on the basis of ground-state polarization and stability of the alcoholate anion(indicate and give symbols for bond polarization)! Compare the relative acidity of ethanol and 2-fluoroethanol!
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) 1 Ph THF A Ph Ph B H₂SO4 100 °C 3 OH What is the name of the reaction that is followed by reaction Method A?
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) Ph THF A Ph Ph B H₂SO4 100 °C 3 OH (iii) In analysing both these methods, are there other possible alkene products other than methylenecyclohexane 2? Use mechanistic details to support your answer.
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