CH 12 Flashcards

1
Q

what acts as nuc for metal hydride reduction

A

H-

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2
Q

metal hydride reducing agents

A

NaBH4 or LiAlH4 / H2So4 or H20

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3
Q

NaBH4 reduces aldehydes to?

A

primary alc

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4
Q

NaBH4 reduces ketones to?

A

secondary alc

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5
Q

What do NaBH4 not react with?

A

carboxylic acids, esters, amides

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6
Q

borohydride reduction reagent

A

NaBH4, protic solvent

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7
Q

which reducing agent is more reactive

A

LiAlH4

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8
Q

what are LiAlH4 incompatible with?

A

protic solvents

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9
Q

LiAlH4 reduces aldehydes to?

A

primary alcs

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10
Q

LiAlH4 reduces carboxylic acids to?

A

primary alcs

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11
Q

LiAlH4 reduces esters to?

A

primary alcs

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12
Q

LiAlH4 reduces ketones to?

A

secondary alcs

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13
Q

what is the product of metal reduction on esters

A

2 alcs

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14
Q

what is the product of metal reduction on carboxylic acids

A

alc + H20

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15
Q

can u add Mg to a halide with an alpha sp2 center to turn it into a grignard

A

yes

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16
Q

what solvent to use with grignard

A

nonprotic

17
Q

what do grignards react with

A

carbonyls

18
Q

when do grignards act twice

A

when there is a LG

19
Q

Grignard rule: look for tertiary alc, if have 2 of same alkyl group probably a grignard added twice to an ?

A

ester

20
Q

grignard rule: if tertiary alc has 3 diff groups, grignard addition to unsymmetrical ?

A

ketone

21
Q

Grignard rule: secondary alcs come from gignards and a ?

A

aldehyde

22
Q

what don’t grignards react with

A

carboxylic acids

23
Q

reagent for grignard rxn

A

1)RMgBr
2)H20 or H2SO4

24
Q

what funct groups need protection

A

OH

25
Q

what to use to subst for alc via SN2

A

SOCl2,pyr or PBr3

26
Q

what is a williamson ether synthesis

A

SN2 rxn w/ alc and primary halide

27
Q

secondary alcs are oxidized to?

A

ketones

28
Q

primary alcs are oxidized to?

A

aldehyde or carboxylic acid

29
Q

do tertiary alcs get oxidized

A

no

30
Q

chromic acid oxidizes primary alcs to ? in ? conditions

A

carboxylic acids, aqueous conditions

31
Q

PCC and PDC selectively produce ? from ? and are done in?

A

aldehydes, primary alcs, anhydrous organic solvents

32
Q

what does swern ox do

A

oxidizes primary alc to aldehydes without metal reagents

33
Q

reagent for PCC/PDC

A

PCC or PDC / DCM

34
Q

reagent for chromic acid ox

A

Na2Cr2O7 or K2Cr2O7/ H2SO4, H20

35
Q

reagent for swern

A

1)DMSO, (COCl)2, DCM / 2)Et3N

36
Q

for mech of ox, when to react aldehyde to go to carboxylic acid?

A

when in aqueous` conditions

37
Q

what does DMP do

A

oxidizes primary alcs to aldehydes and secondary alcs to ketones