Linked Questions
10 questions linked to/from Which is the more stable enol form?
-1
votes
1
answer
2k
views
Why enol is unstable? [duplicate]
Alkynes undergo acid-catalyzed addition of water across the triple bond in the presence of mercuric ion catalyst. The products are enol and keto. I want to know why is keto more stable than enol.
16
votes
1
answer
21k
views
Which factors determine the keto:enol ratio for aldehydes, ketones, and 1,3-dicarbonyl compounds?
Arrange the following compounds in order of increasing enol content:
I think the order is D > C > B > A considering conjugation, hyperconjugation and hydrogen bonding. The enol formed in ...
15
votes
1
answer
7k
views
Why is enol content higher in non-polar solvents?
Apparently, for keto-enol tautomerism, the enol content of a given carbonyl compound increases when in a non-polar solvent.
What is the reason for this?
4
votes
1
answer
1k
views
Can vinyl alcohol react as a dienophile in Diels-Alder reactions?
For my organic chemistry exam I needed to synthesize cylcohexanone and in one of the steps a Diels-Alder reaction was required. I chose to use vinyl alcohol followed by an elimination reaction to get ...
2
votes
2
answers
227
views
Why 3-chloroprop-1-en-1-ol is unstable?
In the treatment of HCl with acrolein 3-chloroprop-1-en-1-ol is the first product which is (my textbook says) unstable and turns into 3-chloropropanal.
Why is this 3-chloroprop-1-en-1-ol unstable? is ...
6
votes
1
answer
263
views
Dieckmann condensation's final protonation step
This is the Wikipedia image for the reaction mechanism:
In the final protonation step, why does the enol tautomerize to the keto form?
In the enol form the carbon-carbon double bond is in ...
3
votes
2
answers
731
views
Compound having the highest enol content will be?
The answer written in book is 3 but no solution is given.
After referring to some other question I think that hydrogen bonding can take place in compounds like 3 but am not sure about it. Am I right ...
0
votes
0
answers
308
views
Which enol form is more stable?
I came across an example today while I was studying tautomerism.
It is an example of tautomerism exhibited by acetylactone/1,3-diketone; given under the keto-enol systems under 1-3 migration/triad ...
0
votes
1
answer
82
views
Which of the following compounds possess more than one percent enol content? [closed]
Which of the following compounds possess more than one percent enol content?
I understood that stability of enols are dependent on the hydrogen bonding in the compounds. But here, what is the ...
3
votes
0
answers
76
views
Enol percentage comparison between 1,3 diketones and 1,2 cyclopentadione [closed]
To what extent does 1,2-cyclopentadione exist in enol form? Will it be more than for 1,3 diketones? 1,3-Diketone with active methylene groups can form hydrogen bonds with a 6-membered ring structure. ...