Skip to main content

All Questions

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
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
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
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
-2 votes
1 answer
184 views

Does E1 mechanism always imply first order reaction?

Oxford University Press, Okuyama & Maskill: Organic Chemistry — Chapter 13: Multiple Choice Questions, Question 1: Which of the following statements regarding the E1 mechanism is wrong? a) ...
MS04's user avatar
  • 7
1 vote
0 answers
83 views

Does E1cB take place over here?

I formed this product (reason: alkene has 6 alpha hydrogens) ----> However, it turns out, this is the answer: The reason why I suspect this is e1cb is because NO2 could stabilize the carboanion (...
Meet Lalwani's user avatar
2 votes
1 answer
140 views

Conversion of cyclohepta-1,3-diene to cyclohepta-1,3,5-triene

In the landmark synthesis of tropinone by Willstatter in 1901, an interesting step involves the use of $\ce {Br_2}$, quinoline to convert cyclohexa-1,3-diene to cyclohexa-1,3,5-triene. In the scheme ...
Tan Yong Boon's user avatar
2 votes
0 answers
70 views

Why do active methylene compounds give Sn2 reactions?

I dont understand why they are strong nucleophiles when the negative charge is resonance stabilised. Also it is bulky, is there any chance of elimination?
jen's user avatar
  • 21
8 votes
1 answer
1k views

Mechanism of reaction of ketones with isoalkanes under conc. sulfuric acid and heat

Taken from the book of GOC by Dr. O.P Tandon, Himanshu Pandey, Dr. A.K. Virmani, Can anyone elaborate on the mechanism?
Neha's user avatar
  • 452
3 votes
1 answer
231 views

Does Ei or pyrolytic elimination reaction undergo carbocation rearrangement?

I've read about E1 reaction (unimolecular elimination reaction) which forms the most stable carbocation first and then undergoes the elimination. Ei is also mentioned to be "unimolecular" in ...
Neha's user avatar
  • 452
0 votes
1 answer
259 views

Elimination reaction mechanism decision (order = 1 or 2)

Match the following: \begin{array}{} & \textbf{Column I}&&\textbf{Column II} \\ \text{(A)} & \ce{CH3-CHBr-CD3} \text{ on treatment with alc. KOH gives}& \text{(P)}& \text{E1 ...
Jay's user avatar
  • 802
9 votes
2 answers
2k views

Determining if the product would be cis or trans after an anti elimination on fischer projections

I find these kind of problems really confusing for some reason, but I saw a way on the web and tried doing it that way: I considered the basic Fischer operations (Vertical: Below the plane of paper, ...
Prajwal Tiwari's user avatar

15 30 50 per page