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
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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?

Transcribed Image Text:EXAMPLE: Cleavage of cyclopentyl ethyl ether by HBr.
Step 1: Protonation of the ether to form a good leaving group.
Ö-CH₂-CH3
cyclopentyl ethyl ether
Step 2: Cleavage of the protonated ether.
H
Br
-CH₂-CH3
H
-Br:
H
الله
H
-CH₂-CH3
:Br:
:Br:
CH₂ CH3
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