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Results tagged with aldol-reaction
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user 41686
This tag should be applied to questions about mechanisms, selectivity, or other aspects of aldol reactions.
3
votes
Accepted
How does dehydration of an alcohol occur in alkaline medium?
The commonly accepted mechanism for the base-catalysed aldol example here is that the alpha hydrogen (shown in blue on your scheme) is removed by OH- present in the reaction medium, and the negative c …
- 23k
1
vote
Product of an intramolecular aldol condensation
The two protons are of similar pKa and you can get deprotonation at both sites with equal ease, however it is important to understand that most intramolecular aldol reactions are reversible and thus g …
- 23k
1
vote
How would I synthesize ethyl 2‐oxocyclohexane‐1‐carboxylate from cyclohexanone?
As you will see if you look at the reference mentioned by @Mathew-Mahindaratne, the standard conditions for this transformation is NaH/KH in THF at reflux with diethyl carbonate (EtOCOOEt) with an a …
- 23k
3
votes
Aldehyde and ketone reactions
Step P is std base-driven alpha alkylation of ketone. Step Q Wacker details here takes the terminal alkene to methyl ketone then step R is base-catalysed internal aldol mechanism here gives the produc …
- 23k
1
vote
Acidity of alpha hydrogens in enolate formation
The two deprotonated species are in equilibrium (along with the neutral parent molecule). The deprotonation you suggest will occur, but the forward reaction cannot because it would be forming a [4] ri …
- 23k
1
vote
Accepted
What would be the aldol condensation products in B
B is the correct answer, but not for the reasons you have given.
4-Me-benzaldehyde cannot self-condense, and is a far more reactive electrophile than acetophenone. Acetophenone has a pKa of around 1 …
- 23k
2
votes
Accepted
What products did this aldol condensation create?
Straightforward aldol between benzaldehyde and acetone. Enolate of acetone adds to benzaldehyde (which cannot enolise) then eliminates water to give the enone. Product recrystallised from EtOAc.
- 23k