Chapter 7 Flashcards

1
Q

EWG

A

oxygen

stabilizes anions

easy to remove when bonds weaken

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2
Q

Why is aldehyde more acidic

A

has less EDG than ketones

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3
Q

Why are aldehydes more nucleophilic

A

has less sterics

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4
Q

enol

A

C=C and alcohol

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5
Q

tautomers

A

isomers, differ in placement of protons and double bond

keto is favored over Enol

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6
Q

enolate

A

depronate alpha carbon by base

form carbocation which is a good nu

then carbocation attacks another carbonyl

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7
Q

2 enolates of ketones

A

kinetic and thermodynamic

kinetic is rapid with double bond as less substituted

thermo is slow and stable with double bond at more sub

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8
Q

when is kinetic product favored

A

rapid, irreversible, low temp, strong base with sterics

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9
Q

enamine

A

tautomer of imine

move hydrogen and a double bond

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10
Q

imine vs enamine structure

A

enamine has c=c

imine has N=c (thermodynamic)

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11
Q

aldol condensation

A

aldehyde or ketone is electrophile and nucleophile is enol

forms C-C bond between alpha and beta carbon

removes one carbonyl

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