ACS Notes Flashcards

random reagents specific jobs

1
Q

HBr
——->
Peroxides (R-O-O-R)

A

antimarkov- add to the least stable positions

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2
Q

BH3, THF
—->
NaOH H2O2

A

antimarkov-antimarkov- add to the least stable positions

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3
Q

Hg(OAc)2/H2O/NaBH4

A

does not cause a hydride shift, forms a epoxide intermediate

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4
Q

O3/Me/S
the ozone

A

always makes a ketone and aldehyde!!!!!!!

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5
Q

KMnO4/OH with heat

A

always make COOH and ketone!

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6
Q

NaBH4 not as strong, selective

A

converts ketones and aldehydes to alcohols

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7
Q

DiBAI-H

A

reduces esters to aldehyde

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8
Q

LiAlH4/THF

A

reduced ketones, COOH to alcohols

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9
Q

PCC

A

oxidizing agent makes 1* alcohols to aldehyde
and 2* into Ketone

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10
Q

CrO3/H2SO4/H2O

A

converts 1* alcohol to COOH

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11
Q

KMnO4/OH? H*

A

converts Alcohols to COOH or Ketone, but also 2x bonds to COOH

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12
Q

LiAIH(OBU)

A

COOH and dervi(COO) into amldehyde only!!!!!!AHHHAAHAHA

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13
Q

TsCl is used for

A

making OH a good leaving group and making esters! and works as a protecting group

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14
Q

KMnO4 , OH, heat can..

A

cleave the 2x bond

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15
Q

what type of additions are epoxides

A

they are syn addition, meaning same side

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16
Q

ClsiMe3 is also

A

a alcohol protecting group

17
Q

sp3 for NMR

A

1ppm

18
Q

H Bonded to a pie system (2x bond)

A

2ppm

19
Q

H bonded to an O

A

3-4 ppm

20
Q

Halogens

A

4 ppm

21
Q

aldehyde

A

10 ppm

22
Q

carboxylic acid

A

11-12 ppm

23
Q

aromatic

A

1500

24
Q

3x bonds and CN

A

2100

24
Q

sp2 cx( single bonds)

A

3100-3000

25
Q

what reagents is used to carry out diels alder

A

heat needs to be inovolved to drive the rxn forward

26
Q

Zn(Hg) con do to cooh derv.

A

reduces( rids of 2x bonds)

27
Q

what does HNO3/H2SO4 do

A

Makes NO2

28
Q

NH2 undergo with NaNO2

A

N—N(3x bonds)

29
Q

N—N(3xbonds) with H2PO2

A

Benzene

30
Q

lindar

A
31
Q

what is more stable 1,4 or 1,2 addition

A

1,4 - thermodynamic favored and stable due to charge stability

32
Q

1,4 is conjugated and is attacked

A

at B positioning

33
Q

1, 2 are direct and is attacked

A

a alpha positioning

34
Q

Reversible reagents

A

OH, RO, H2N, R2N, Cl, Br, I, CN, COOH. LiCu

35
Q

irreversible reagents

A

MgBr-R, R-Li, LiAlH4, NaH4, witting(C-P)

36
Q

O3/H20

A

makes 3x bonds into 2 COOH

37
Q

HCI/Zn rids of

A

COOH

38
Q
A