Asked by chemstudent
I understand the basics of HBr/HI cleavage of ethers.
Ether: R-O-R'
When both substituents are primary or secondary, cleavage occurs by SN2. Br- or I- attack less hindered substituent.
when one of the ether substituents is tertiary, benzyllic, or allylic, the ether cleaves by either E1 or SN1.
My question is: how do I know how the ether will cleave when there is a tertiary or benzyllic or allylic group? How do I know which side will be attacked and will it be E1 or SN1?
Thanks!
Ether: R-O-R'
When both substituents are primary or secondary, cleavage occurs by SN2. Br- or I- attack less hindered substituent.
when one of the ether substituents is tertiary, benzyllic, or allylic, the ether cleaves by either E1 or SN1.
My question is: how do I know how the ether will cleave when there is a tertiary or benzyllic or allylic group? How do I know which side will be attacked and will it be E1 or SN1?
Thanks!
Answers
There are no human answers yet.
There are no AI answers yet. The ability to request AI answers is coming soon!
Submit Your Answer
We prioritize human answers over AI answers.
If you are human, and you can answer this question, please submit your answer.