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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
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 > ...
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
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 ...
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
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 ...
Che Mistry's user avatar
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 ...
Aranya's user avatar
  • 13
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 (...
D13G's user avatar
  • 89
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{...
Leibniz-Z's user avatar
  • 208
0 votes
0 answers
68 views

Which substrates will undergo an E2 reaction to give a (Z) alkene?

What I do know: E2 reactions are concerted and have an anti-coplanar transition state, where the leaving group and the hydrogen being abstracted have a dihedral angle of 180 degrees. What I don't ...
Dylan's user avatar
  • 7
2 votes
2 answers
456 views

NaOt-Bu + chloroethane

What is the major product formed by reaction of sodium tert-butoxide and chloroethane? I thought NaOt-Bu is a bulky base and the major product will be ethene due to E2. But the answer says t-butyl ...
Shub's user avatar
  • 408
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
1 answer
47 views

Why will a lone pair from H2O not attack a C+ atom in elimination reaction?

In step three of reaction between H2SO4 and alcohol, why will the H2O attack the H atom instead of the C+ atom? they both have positive charge and in nucleophilic substitution reactions the c+ atom is ...
monke's user avatar
  • 53
5 votes
1 answer
468 views

What would be the product(s) when 2-iodobutane is heated with tertiary butoxide?

The following question from Black Book Organic Chemistry IIT JEE Advanced Level Papers [1]: Choose the correct option(s) among the following about [P]: A) Two C−H bonds in [P] are involved in ...
Ayush Shankaram's user avatar

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