MPLE: Cleavage of cyclopentyl ethyl ether by HBr. 1: Protonation of the ether to form a good leaving group. Ö-CH₂-CH3 H-Br: cyclopentyl ethyl ether 2: Cleavage of the protonated ether. H -CH₂-CH3 H J H -Ọ: + -CH₂-CH3 + :Br: CH₂ CH3
MPLE: Cleavage of cyclopentyl ethyl ether by HBr. 1: Protonation of the ether to form a good leaving group. Ö-CH₂-CH3 H-Br: cyclopentyl ethyl ether 2: Cleavage of the protonated ether. H -CH₂-CH3 H J H -Ọ: + -CH₂-CH3 + :Br: CH₂ CH3
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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When the cleavage of an ether occurs, in step 2, how come the bromide ion does not attack the carbon on the cyclopentane? How come it attacks the CH2 carbon? Does it matter which one is being attacked?
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