Questions tagged [elimination]
Questions whose main focus is on E1, E2, E1cb, or any other type of elimination reaction.
148
questions
2
votes
1
answer
426
views
Elimination reactions of vicinal dibromide
When a vicinal dibromide undergoes elimination reactions in vigorous basic conditions, say in ammonia with $\ce {NaNH2}$, is the product an alkyne or is it a conjugated diene? I would think that the ...
CommunityBot
- 1
0
votes
1
answer
35
views
How are major products defined- Thermodynamically or Kinetically?
In many organic chemistry questions, we use mechanisms that favours thermodynamically stable product (like aromatic rings), compromising the rate by some factor. For example, if there were two ...
- 37k
0
votes
1
answer
47
views
Leaving group ability vs Stability of Transition state for determining rate of E2 elimination reaction [closed]
Source: Teacher's Assignment. (not a homework doubt, but a big conceptual doubt about the question)
In this question we have to compare rate of E2 reactions and the answer is C2H4I2 > C2H4Br2 > ...
- 23
0
votes
0
answers
40
views
Substitution reaction with alcoholic KOH
Whenever, there is the reagent "alcoholic KOH", we prefer E2 Elimination reaction. However in case of 3 degree alkyl halides, like tert-butyl chloride, why do we not consider SN1 pathway? ...
- 161
0
votes
0
answers
42
views
If bromomethyl cyclopentane reacts with Alcoholic KOH with Heat. Can this produce some very minor products through E1 mechanism also?
I know that alcoholic KOH with heat will majorly give E2 mechanism products but I want to know if it is possible to get minor products through E1 mechanism here also.
The carbocation generated here ...
0
votes
0
answers
43
views
Secondary alkyl halides and strong base: Sn2 vs E2
I got this question from the PYQs of a college entrance exam. According to the answer key, 4-chloro-3-methylpent-1-ene reacts with NaOH in water to give 4-hydroxy-3-methylpent-1-ene via the SN2 ...
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 ...
- 6,801
2
votes
1
answer
82
views
Difference in reactivity of sodium ethoxide and NaOH in ethanol
What is the difference in the reaction that proceeds when we use the reagent $\ce{C2H5O- Na+}$ and $\ce{NaOH}$ in $\ce{C2H5OH}$ in with, say ethyl chloride. Is the latter considered to be "...
- 2,295
2
votes
0
answers
85
views
Product of 4-chlorobutan-1-ol treated with KOH in alcohol
I am looking at this problem:
I thought the KOH in alcohol would support a nucleophilic attack of hydroxide on the haloalkane, so the product I would get is B (elimination of HCl). However, this ...
- 17
6
votes
1
answer
16k
views
Why does d/l-2,3-dibromobutane on reaction with NaI/acetone give cis-2-butene?
This is what I have read/know about the dehalogenation of vicinal dihalides by NaI/acetone:
The two halides which are leaving must be on opposite sides (from the mechanism).
In case they are present ...
4
votes
2
answers
85
views
Mechanism for elimination in 3-Chloro-1,4-cyclohexadiene
So, I came across this reaction as an example of E2 elimination.
Our teacher told us that this is what we call E2' reaction, as in, the $\ce{OH^-}$ takes the terminal $\ce{H^+}$, followed by ...
- 42
0
votes
0
answers
83
views
What is the enthalpy change for elimination reactions of alkyl halide - exothermic or endothermic?
There are a few questions in thermodynamics (with unverified data) that the addition reaction of ethene to give ethyl chloride has a +ve enthalpy change, thereby elimination to give alkene must be ...
- 4,606
0
votes
1
answer
122
views
Why does alpha-carbon substituents increase the rate of E2 reactions?
The reason for more reactivity of more substituted alkyl halides for E2 Reaction is said to be due to the more stability of its more substituted alkene character having transition state but here (...
- 89
1
vote
1
answer
462
views
Substitution or elimination when a chloroalkene reacts with NaOH in ethanol?
NaOH + EtOH will eliminate the Cl atom forming a double bond. At least, that's what I think. 3 could also be a viable answer since the OH can also attack the said double bond (this is probably not ...
- 41.2k
0
votes
1
answer
264
views
Why can't ethoxide ion act as nucleophile?
Consider the reaction of chlorocyclohexane with ethoxide in a suitable inert solvent. The major product according to my textbook is cyclohexene, which implies E2 reaction pathway. Why not SN2?
$\ce{...
- 2,304