11/14 Flashcards

1
Q

what does an ester with NaOH and H20 do?

A

it undergoes base-promoted hydrolysis to form a carboxylate salt

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2
Q

how do we reduce an ester to an alcohol

A

LAH

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3
Q

how do we reduce an ester to an aldehyde

A

with DIBAL-H

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4
Q

can NaBH4 be used to reduce an ester

A

no

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5
Q

how does a grignard react with esters

A

two equivalents to make a tertiary alcohol

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6
Q

what stype of reaction is the first addition of grignard to an ester

A

nucleophillic acyl substitution

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7
Q

what type of reaction is the second addition of grignard to an ester

A

nucleophillic addition

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8
Q

what do amides form when linked together

A

a peptide bond, it forms the basis of life

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9
Q

what does a carboxylic acid, DCC and RNH2 form

A

it forms an amide

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10
Q

what is the purpose of DCC in amide synthesis

A

it makes OH into a good LG

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11
Q

why are nitriles useful

A

they can be converted into carboxylic acids

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12
Q

what is one intermediate in the acidic synthesis of a nitrile to a carboxylic acid

A

an imine

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13
Q

is there a proton transfer in imine formation

A

yes

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14
Q

is there a proton transfer in acetal formation

A

no

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15
Q

is there proton transfer in enamine formation

A

yes

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16
Q

what is the first step of enamine formation

A

nucleophillic attack

17
Q

what is the first step in hydroylsis of acid chloride

A

water attacks/ no acid to protonate

18
Q

what is the first step in hydroylsis of acid anhydride

A

protonation with acid

19
Q
A