The most stable conformation of chloromethyl methyl ether is to be sketched. Concept introduction: The gauche conformation for structural units of the type X − C − Y − R is more stable than its anti-conformation due to anomeric effect. The X and Y mentioned in the structure are electronegative atoms. Y must have at least one unshared lone pair of electrons. The anomeric effect in this case describes that the heteroatom X orients in a way that the C − X and Y − R bonds are in gauche conformation instead of less hindered anti conformation.

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Chapter 24.9, Problem 10P

Interpretation Introduction

Interpretation:

The most stable conformation of chloromethyl methyl ether is to be sketched.

Concept introduction:

The gauche conformation for structural units of the type X−C−Y−R is more stable than its anti-conformation due to anomeric effect. The X and Y mentioned in the structure are electronegative atoms. Y must have at least one unshared lone pair of electrons.

The anomeric effect in this case describes that the heteroatom X orients in a way that the C−X and Y−R bonds are in gauche conformation instead of less hindered anti conformation.

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