Chapter 7: Aldehydes and Ketones II - Enolates Flashcards

1
Q

enol-

A

Presence of carbon-carbon double bonds and an alcohol.

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2
Q

Due to the acidity of alpha hydrogens in aldehyde and ketones, they can exist in solution as a mixture of two isomers.

A

enol and keto

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3
Q

alpha-carbon

A

adjacent to the carbonyl carbon

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4
Q

alpha-hydrogen

A

hydrogen attached to the alpha-carbons

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5
Q

the acidity of alpha-hydrogen

A

is augumented by resonance stabilization of the conjugate base

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6
Q

carbanion

A

molecule with a negatively cahrged carbon atom

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7
Q

alpha-hydrogen in ketones are ____ than alpha-hydogen in aldehydes

A

less

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8
Q

ketones are ____ likely to react with nucleophiles than aldehydes

A

less

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9
Q

enolization can also be called:

A

tautomerization

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10
Q

alpha-racemization

A

Any aldehyde or ketone with chiral alpha carbon will rapidly become a racemic mixture as the keto and enol forms interconvert, a phenomenon known as alpha racemization.

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11
Q

kinetic enolate

A

Any aldehyde or ketone with chiral alpha carbon will rapidly become a racemic mixture as the keto and enol forms interconvert, a phenomenon known as alpha racemization.

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12
Q

Thermodynamically controlled

A

product is formed with the double bond being formed with the more substituted alpha carbon. The thermodynamic product is favored with higher temperatures, slow, reversible reactions.

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13
Q

enamines

A

are tautomers of imines

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14
Q

tautomerization

A

Movement of a hydrogen and a double bond.

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15
Q

Which is more thermodynamically Favored? Enamine or imine

A

imine

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16
Q

adol condensation

A

Aldehyde and ketone act both as an electrophile and a nucleophile, and the end result is the formation of a carbon carbon bond.

17
Q

aldol

A

contain ALDehyde and alcohOL

18
Q

condensation reaction can also be a ____reaction if the molecule lost is water

A

dehydration

19
Q

retro-aldol reaction

A

Happens if aqueous base is added and heat is applied. It is when a breaking bond between the alpha and beta carbons of a carbonyl.