Aldol condensation reaction (5)

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

[drrichand1]

@tsekz8 wrong it leaves to regenerate base catalyst as -OH

[tsekz8]

ATTN: in the second to last step, hydroxyl ion is a poor leaving group. it should abstract a proton from the H2O formed in the previous step, regenerating the base and making the hydroxyl a positively charged water molecule and thus a good leaving group.

[laz3e]

i freaken love you.

[zorasaidzada]

I think the best answer to the girl's question during 6:10 would be to mention the pKa values of the substituents showing why the alcohol group would not get protonated (it has a lower pKa than the carbon making it a stronger acid)

[prettywhyte]

U R GREAT

[kye222]

keep it up freelanceteach! you are awesome, im going to pay you once this semester is over. i kid you not!!!!!!!!!

[philsaspiezone]

If there is no alpha carbon in the aldehyde, a different reaction occurs. With OH- the reaction would be a Cannizzaro reaction, which is a hydride transfer and the products would be an alcohol and the salt of a carboxylic acid. The OH- would in that reaction behave like a nucleophile rather than a base.