Like alcohols, ethers undergo α cleavage by breaking a carbon–carbon bond between an alkyl group and the carbon bonded to the ether oxygen atom; that is, the red C–C bond in R–CH2OR' is broken. With this in mind, propose structures for the fragments formed by α cleavage of (CH3)2CHCH2OCH2CH3. Suggest a reason why an ether fragments by α cleavage.

Like alcohols, ethers undergo α cleavage by breaking a carbon–carbon bond between an alkyl group and the carbon bonded to the ether oxygen atom; that is, the red C–C bond in R–CH2OR' is broken. With this in mind, propose structures for the fragments formed by α cleavage of (CH3)2CHCH2OCH2CH3. Suggest a reason why an ether fragments by α cleavage.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 28VC

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Like alcohols, ethers undergo a cleavage by breaking a carbon–carbon bond between an alkyl group and the carbon bonded to the ether oxygen atom; that is, the red C–C bond in R–CH2OR' is broken. With this in mind, propose structures for the fragments formed by a cleavage of (CH3)2CHCH2OCH2CH3. Suggest a reason why an ether fragments by acleavage.
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