Halogen compounds Flashcards

1
Q

State and explain the relative ease of hydrolysis of acyl chlorides, alkyl chlorides and aryl chlorides.

A

Acyl chloride (easiest to hydrolyse) > alkyl chloride > aryl chloride

In acyl chloride, carbon in C-Cl is more electron deficient and it is also attached to an oxygen atom.

In alkyl chloride, C-Cl bond strengthened by positive inductive effect of alkyl group.

In aryl chloride, lone pair on Cl delocalised in benzene ring so C-Cl bond is stronger.

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2
Q

Suggest the relative ease of hydrolysis of acyl bromide, acyl chloride and alkyl chloride.

A

Acyl bromide (easiest to hydrolyse) > acyl chloride > alkyl chloride

In acyl bromide, C-Br is much weaker due to Br having a larger atomic radius.

In acyl chloride, carbon in C-Cl is more electron deficient and it is also attached to an oxygen atom.

In alkyl chloride, positive inductive effect of alkyl group strengthen C-Cl bond.

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