Asked by Lori
what is the equation including the mechanism for the reaction of 1-butanol with NaCl+ NaBr in H2S04
What are the equations for the side reactions?
What are the equations for the side reactions?
Answers
Answered by
Dr Russ
I think that they are trying to get you to look at this as an SN1 reaction. So for the mechanism see
http://en.wikipedia.org/wiki/SN1_reaction
When the CH3(CH2)2(CH2)+ species is genreated there are a number of possible outcomes. It is not the most stable carbocation that can be formed so it could form a more stable secondary carbocation by migration of an H from C-2 to C-1 to give
CH3(CH2)(CH)+CH3. The carbon chain could also rearrange to give a tertiary carbocation which is more stable.
(CH3)3C+
A competing side reaction
could be elimination to give
CH3(CH2)CH=(CH2)
similarly the secondary carbocation could form either of the alkenes
CH3(CH2)(CH)+CH3 ->
CH3(CH2)CH=(CH2) and/or
CH3CH=CHCH3
The ratio of the various possible products will depend on the conditions.
http://en.wikipedia.org/wiki/SN1_reaction
When the CH3(CH2)2(CH2)+ species is genreated there are a number of possible outcomes. It is not the most stable carbocation that can be formed so it could form a more stable secondary carbocation by migration of an H from C-2 to C-1 to give
CH3(CH2)(CH)+CH3. The carbon chain could also rearrange to give a tertiary carbocation which is more stable.
(CH3)3C+
A competing side reaction
could be elimination to give
CH3(CH2)CH=(CH2)
similarly the secondary carbocation could form either of the alkenes
CH3(CH2)(CH)+CH3 ->
CH3(CH2)CH=(CH2) and/or
CH3CH=CHCH3
The ratio of the various possible products will depend on the conditions.
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.