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Questions tagged [elimination]

Questions whose main focus is on E1, E2, E1cb, or any other type of elimination reaction.

1 vote
0 answers
84 views

Which is more reactive in E1, benzyl or allyl

I'm don't know the english terminology for chemistry so sorry for probably butchering some terms. My question is, which of these is more reactive in an E1 reaction: The bottom two are the ...
Daan Seuntjens's user avatar
0 votes
0 answers
975 views

Elimination vs reduction reactions - how to tell

Here are two compounds: Compound H: and compound I: Compound H reactions with the reagent shown below to form compound I and two other products. How would you clarify this reaction? I thought it was ...
vgupt's user avatar
  • 153
2 votes
1 answer
289 views

Equilibrium with an E2 step

E2 mechanisms are known to be irreversible in general, because the forward step takes 2 species and produces three species, and a trimolecular reverse step is unlikely, purely on entropic grounds. (As ...
S R Maiti's user avatar
  • 5,685
6 votes
1 answer
2k views

Major product in dehydration of alcohol

Consider the dehydration of the following molecule with conc. $\ce{H2SO4}$ at $443 \text K$: The possible products are: The first one is the Zaitsev product and the second one Hofmann product. ...
newbie105's user avatar
  • 397
3 votes
1 answer
1k views

Reaction of cyclohexene oxide with LDA

The question given above appeared in the 2016 Indian National Chemistry Olympiad (INChO). What I think is that the epoxide ring is being opened by a base-catalysed mechanism ($\mathrm{S_N2}$). I ...
Shishir Maharana's user avatar
1 vote
0 answers
215 views

Dehalogenation of vicinal dihalo alkanes

Which mechanism will the following reaction follow? Will it follow E2 mechanism? If yes, then how would 2,3-dibromobutane undergo this reaction? Does it form both cis and trans butene or is the ...
Desai's user avatar
  • 471
3 votes
1 answer
6k views

How to determine if a base is bulky

I remember my teacher saying that during E2 (elimination bimolecular) reactions of alkanes, if the strong base that is used as a reagent is a bulky one, it has a higher probability of giving a Hofmann ...
Desai's user avatar
  • 471
1 vote
0 answers
62 views

Which mechanism would be followed by a certain reaction with good leaving group?

In my class test, I was asked this question: Which mechanism would be followed by a certain reaction with good leaving group? E1 reaction E2 reaction No reaction both E1 and E2 I answered 4 ...
user avatar
0 votes
2 answers
160 views

Determine mechanism: E1 vs. E2

I am asked to indicate what is the product of this reaction, and the mechanism by which it is formed: 3-Bromo-3-ethylpentane + sodium hydroxide in methanol, 50 ºC I identify it as an elimination ...
Carlos's user avatar
  • 607
0 votes
0 answers
260 views

Finkelstein reaction of vicinal dihalides

I recently came across the following in my OChem class: Ethylene dichloride on reaction with NaI in acetone reacts via E2 mechanism to give ethene. I have three questions: Since it is an E2 ...
sfsg's user avatar
  • 55
1 vote
0 answers
164 views

Find the major products when these cyclohexenone bromides react with caustic potash in alcoholic medium:

Question: Also find the order of the rates of the given reactions. Answer: The answer of this question is given as option 'D' ie. all products are identical, however I am getting the answer as ...
Shriom707's user avatar
  • 197
2 votes
0 answers
142 views

How is elimination reaction (E1) possible without base and in presence of acid?

When learning about E1 we were taught that three things are important factors to judge if the reaction is E1 or E2 Substrate ( 3,2,1 favours E2 but only 3 favours E1 ) Base ( Stronger Base favours E2 ...
soutrik das's user avatar
2 votes
0 answers
101 views

Phenethylhydrazone decomposition mechanism

I was going through a problem in the book Advanced problems in organic chemistry by Chouhan: I figured out that since di-isopropyl amide will act as a hindered base it will take out the following ...
Shriom707's user avatar
  • 197
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
0 votes
0 answers
406 views

Factors affecting rate of β-elimination reaction with alcoholic KOH

The question asks for the rate of reaction in $\beta$-elimination using alcoholic $\ce{KOH}$. Arrange the following alkyl halides in decreasing order of rate of $\beta$-elimination reaction with ...
Rohin's user avatar
  • 13

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