Aldol condensation reaction (8)

Organic chemistry: Enolates. Tautomerism between aldehydes or ketones and enols. Aldol condensation reaction

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(1) Enolates
(2) The mechanism for tautomerization between aldehydes or ketones and enols
(3) Enolate alkylation
(4) Aldol condensation
(5) Continued
(6) Continued
(7) Continued
(8) Continued

Category:

Education

Tags:

• organic
• chemistry
• aldehyde
• ketone
• mechanism
• reaction
• enol
• enolate
• tautomerization
• aldol
• condensation

[Moalta07]

Thank you sir. You have done a superb job. I don't think I need to know retro Aldol Condensation rxn just the forward one.

[JRockey0915]

@Vudar How is what he said wrong? You basically summarized his post.

[yukapion]

I don't normally comment at all! but this video makes me feel like I'M SMART!!!!!!

[gwk4657]

Great vidio

[RobT89]

This guys is PIMP

[Vudar]

@999Leon999 wrong. intramolecular applies to one molecule. intermolecular involves more than one molecule.

"Intramolecular in chemistry describes a process or characteristic limited within the structure of a single molecule; a property or phenomenon limited to the extent of a single molecule."

[sfcsarah]

with intramolecular ring formation, what's important is the kinetics. As the 5 member ring forms faster than the 6 member ring, it forms before the 6 member ring has a chance to form.

[999Leon999]

Part 2 of my reaction : Going from 2 molecule to 1 molecule is loss of entropy, but when you have an intramolecular reaction you go from 1 molecule to 1, therefore no loss of entropy.

[999Leon999]

If the nucleoplilic alpha carbon and the electrophilic carbonyl are coming from different molecules you can't call it a intra-molecular reaction anymore, but instead it's a INTER-molecular reaction. Anyhow, I think it's possible. But forming a ring has it's advantage. 6 carbon ring is the most stable. 5 is less stable, and 3 and 4 even less. But, there's also another factor important here: ENTROPY.

[Dreadin88]

is it not also possible that a intra-molecular reaction occurs but instead the nucleophillic alpha carbon and the electrophillic carbonyl carbon are coming from different molecules? when is it favorable to form rings? i'm guessing that a 5 carbon ring is the lowest and that if where only were 3 carbons between the carbonyl groups the intra-molecular reaction wouldn't take place as the 4 carbon ring that would be formed isn't stable enough?