All Questions
11 questions
53
votes
2
answers
17k
views
Regioselectivity of acid-catalyzed ring-opening of epoxides
Not to be confused with what is the mechanism of acid-catalyzed ring opening of epoxides.
What is the correct order of regioselectivity of acid-catalyzed ring-opening of epoxides: $3^\circ$ > $2^\...
- 1,817
5
votes
1
answer
424
views
Mechanism for Diels–Alder of alkene with substituted thiophene sulfone with loss of sulfur dioxide
I came across a synthesis of centrohexaindane that has the following steps:
This is a Diels–Alder reaction that gives an aromatic ring. I know that alkynes will give this reaction as follows:
But in ...
- 7,050
0
votes
0
answers
171
views
Attack of 3-methylbutan-1-ol on benzene in acidic medium
That's how I proceeded with the question. However the answer is tert-butylbenzene. I can't figure out why do I have an extra carbon atom.
SOURCE
- JEE Advanced 1994
CommunityBot
- 1
6
votes
1
answer
665
views
Is this really a comparison of the absolute energies in the reaction energy profile for ester formation?
In Clayden et al., Organic Chemistry, p. 332, the authors compare the reaction energy profile for ester formation from a) acyl chloride and b) anhydride:
They then write:
The energy levels of the ...
- 9,910
8
votes
1
answer
2k
views
Does aldol condensation give different products in different conditions?
I know the mechanism of aldol condensation and general method to determine products in crossed aldol reactions, or reactions between dissimilar molecules. But the following statement in my class notes ...
- 9,910
0
votes
1
answer
288
views
Same set of carboxylate reagents yielding two different products with an alkylide
I recently came across two contrasting products for the same set of reagents - carboxylic acid and alkyllithium, and wish to understand why exactly any difference exists between the two.
Reaction 1
...
- 9,910
3
votes
1
answer
127
views
How can a methyl halide react by intramolecular SN2?
Out of the following, $\ce{CH3Br}$ doesn't react by which mechanism?
SN2
SN1
E2
Intramolecular SN2
E1
My textbook gives 2, 3 and 5 as the correct answers, which means it does react ...
- 9,910
6
votes
1
answer
3k
views
Elimination from Vinylic Halides
Vinylic halides do not show nucleophilic substitution at all, because of their stability due to resonance. But elimination to form alkynes is possible. No nucleophile at all can displace the halide ...
- 10.8k
6
votes
2
answers
437
views
2,4-dinitrophenyl hydrazine test
I found this reaction over here:
which illustrates the carbonyl test but looks fuzzy.
Assuming that the R in the product is a typo for H, I couldn't conserve the number of Nitrogen atoms.
...
- 44.2k
-3
votes
1
answer
2k
views
Which is better leaving group [closed]
How can I compare the leaving group ability of $\ce{Br^+}$ and $\ce{Cl^+}$ ions for the electrophilic substitution reactions for aromatic compounds?
CommunityBot
- 1
5
votes
2
answers
11k
views
Acid catalysed mechanism of the addition of alcohols to alkenes
I believe that this mechanism is false.
The protonated ether would in my opinion give a proton to methanol rather than $\ce{H2SO4}$ because the protonated $\ce{CH3OH}$ is more stable than $\ce{H2SO4}$...
- 28k