CH 12 Flashcards

(37 cards)

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

17
Q

what do grignards react with

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 ?

20
Q

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

21
Q

Grignard rule: secondary alcs come from gignards and a ?

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

25
what to use to subst for alc via SN2
SOCl2,pyr or PBr3
26
what is a williamson ether synthesis
SN2 rxn w/ alc and primary halide
27
secondary alcs are oxidized to?
ketones
28
primary alcs are oxidized to?
aldehyde or carboxylic acid
29
do tertiary alcs get oxidized
no
30
chromic acid oxidizes primary alcs to ? in ? conditions
carboxylic acids, aqueous conditions
31
PCC and PDC selectively produce ? from ? and are done in?
aldehydes, primary alcs, anhydrous organic solvents
32
what does swern ox do
oxidizes primary alc to aldehydes without metal reagents
33
reagent for PCC/PDC
PCC or PDC / DCM
34
reagent for chromic acid ox
Na2Cr2O7 or K2Cr2O7/ H2SO4, H20
35
reagent for swern
1)DMSO, (COCl)2, DCM / 2)Et3N
36
for mech of ox, when to react aldehyde to go to carboxylic acid?
when in aqueous` conditions
37
what does DMP do
oxidizes primary alcs to aldehydes and secondary alcs to ketones