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Questions tagged [elimination]

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

-4 votes
0 answers
32 views

Reaction with t-BuOK [closed]

do you know which educt reacts with t-BuOK, 2 tBuOh and 2 KBr to cyclohexadiene? Can you please add the structure of the educt and the way to solve a question of this nature, so I might something of ...
TheFastand TheCurious's user avatar
-3 votes
0 answers
20 views

Effect of solvent on substitution and elimination reaction [closed]

My teacher handed me this problem. However, it seems to me that cyanide is an extremely good nucleophile and poor base, my idea is that these two reactions lead to the same product regardless of the ...
Seiji's user avatar
  • 95
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 ...
EagerToLearn's user avatar
0 votes
1 answer
46 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 > ...
EagerToLearn's user avatar
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? ...
EagerToLearn's user avatar
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 ...
Shantanu Singh's user avatar
0 votes
0 answers
42 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 ...
AADETYA JAISWAL's user avatar
2 votes
1 answer
81 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 "...
mark's user avatar
  • 201
2 votes
0 answers
83 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 ...
DUDE_WITH_J's user avatar
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 ...
Laxmi Narayan Bhandari's user avatar
0 votes
0 answers
79 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 ...
Che Mistry's user avatar
1 vote
1 answer
447 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 ...
Aranya's user avatar
  • 13
0 votes
1 answer
120 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 (...
D13G's user avatar
  • 89
0 votes
1 answer
261 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{...
Leibniz-Z's user avatar
  • 208
1 vote
1 answer
65 views

how does enolate affect an elimination reaction?

From my class: But why wouldn't the reaction proceed through this way, which makes more sense? Since the reaction above generates an enolate bearing a negative charge first, making the molecule less ...
HypnoticBuggyWraithVirileBevy's user avatar

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