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2 votes
0 answers
38 views

Which 1,2-methylene shift is more favourable in ring expansions where ring has substituents

In the above reaction, first the -OH group is protonated after which it leaves creating a carbocation intermediate as shown Now, ring expansion is a more favourable rearrangement, however there is a ...
Pravimish's user avatar
  • 169
0 votes
0 answers
106 views

What kind of rearrangement happens between 2,2,5-trimethylcyclopentanol and concentrated sulfuric acid?

Question: My attempt: After getting the carbocation after protonation, in order to form a more stable alkene, it rearranged the methyl group on the adjacent carbon so as to get the alkene in the ...
asymptotes's user avatar
1 vote
1 answer
243 views

Which of the given compound has the highest rate of dehydration?

I came across this question recently: For which compound acid catalyzed dehydration rate is highest? Now, they all are secondary alcohols so their dehydration should follow E1 mechanism and the ...
WhySee's user avatar
  • 445
1 vote
2 answers
1k views

Order of rate of acid catalysed dehydration of alcohols

The relative rate of acid catalysed dehydration of following alcohols would be: According to me, we have to arrange them in order of their carbocation stability. Q will be the most stable as it is ...
Robin Singh's user avatar
4 votes
1 answer
328 views

Stability of carbocations with -M groups in beta position

First part The original question was to arrange the following compounds in the order of their rate of dehydration with conc. $\ce{H2SO4}$:- (A) $\ce{CH3-CH(OH)-CH2-CH=O}$ (B) $\ce{CH3-CH(OH)-CH2-C(=O)...
Robin Singh's user avatar
1 vote
0 answers
111 views

Number of products on dehydrobromination

Question: The total number of alkene products possible from the dehydrobromination of 3-bromo-3-cyclopentylhexane using alcohol KOH is : This question was asked here before but I am getting more ...
user600016's user avatar
  • 1,027