CHM Reaction Agents

0.0(0)
Studied by 0 people
call kaiCall Kai
learnLearn
examPractice Test
spaced repetitionSpaced Repetition
heart puzzleMatch
flashcardsFlashcards
GameKnowt Play
Card Sorting

1/58

encourage image

There's no tags or description

Looks like no tags are added yet.

Last updated 6:42 PM on 9/20/26
Name
Mastery
Learn
Test
Matching
Spaced
Call with Kai
Chat

No analytics yet

Send a link to your students to track their progress

59 Terms

1
New cards
Carbox. acid → Acid Cl
SoCl2, CHCl3
2
New cards
Acid Cl → Carbox.acid
H20
3
New cards
Acid Cl → OH

1. LiAlH4, THF
2. H30+
4
New cards
Acid Cl → Ester
R’OH, Pyridine
5
New cards
Acid Cl → Amide
R2’NH, Pyridine

or

NH3, NaOH, Et2O
6
New cards
Carbox. acid → Ester
R’OH (excess), HCl (cat.)

or

R-X (CH3-I) - SN2 rxn
7
New cards
Ester → Carboxylate anion (CH3CO2-Na+)
NaOH, H2O
8
New cards
Acid Cl → Acetic Anhydride
CH3CO2-Na+, ether
9
New cards
Ester → Carbox. acid
H3O+, H2O (excess)
10
New cards
Carbox. Acid → Amide
R’NH2, DCC
11
New cards
Ester → Amide
NH3, Et2O
12
New cards
Amide → Amine

1. LiAlH4, THF
2. H3O+
13
New cards
Amide → Carbox. Acid
H3O+, heat
14
New cards
LDA Synthesis
nBuLi, THF
15
New cards
Kinetic Enolate Synthesis

1. LDA, THF, -78ºC
2. R’X (SN2 rxn)
16
New cards
Thermodynamic Enolate Synthesis

1. NaOMe, MeOH / NaH / KH and RT
2. R’X (SN2 rxn)
17
New cards
𝜶 Halogenation of Ketone
NaOH, X2
18
New cards
Ketone → Carbox. Acid

1. NaOH, X2
2. H3O+
19
New cards
Malonic Ester → Carbox. Acid

1. NaOH, EtOH
2. R’X
3. H3O+, heat
20
New cards
Acetoacetic Ester → Ketone

1. NaOH, EtOH
2. R’X
3. H3O+, heat
21
New cards
2ºOH → Alkyl Halide (Br, Cl)
PBr3 or SOCl2, Ether
22
New cards
Ester → Acetoacetic Ester

1. NaOEt, EtOH
2. H3O+
23
New cards
Stork Rxn

1. R2’NH, TsOH (cat.)
2. Carbonyl
3. H3O+
24
New cards
Amine synthesis

1. R-X
2. NaOH
25
New cards
Alkyl halide → 1º Amine

1. NaN3, EtOH
2. LiAlH4, Et2O
3. H2O
26
New cards
Aldehyde/Ketone → 1º Amine
NH3, H+, NaBH3CN
27
New cards
Pthalamide → 1º Amine

1. NaOH/KOH, EtOH
2. R-X
3. NaOH, H2O
28
New cards
Aryl Amine → Diazonium salt
NaNO2, HCl
29
New cards
Alkenes → Epoxides
mCPBA, CH2Cl2

or


1. Cl2, H2O
2. NaOH, H2O
30
New cards
1ºOH → Aldehyde
DMP or PCC
31
New cards
1ºOH → Carbox. acid
Na2Cr2O7/H+

or

KMnO4/H+
32
New cards
2ºOH → Ketone
DMP or PCC or Na2Cr2O7/H+
33
New cards
Protection of OH groups
TMS-Cl, pyridine
34
New cards
Inversion of stereochemistry w/ nucleophilic substitution of OH

1. TsCl, pyridine
2. Nuc (NaCN / RO’Na)
35
New cards
Alkene → Ether

1. (CF3CO2)2Hg, R’OH
2. NaBH4
36
New cards
Alkene → markovnikov OH

1. Hg(OAc)2, H2O
2. NaBH4
37
New cards
Alkene → anti-markovnikov OH

1. BH3, THF
2. H2O2, NaOH
38
New cards
Alkene → cis 1,2-diol

1. OsO4
2. NaHSO3
39
New cards
Ester → Aldehyde

1. DIBAL-H, toluene, -78ºC
2. H2O
40
New cards
Nitrile → Aldehyde

1. DIBAL-H, toluene, -78ºC
2. H2O
41
New cards
Alkyne → Aldehyde

1. BH3, THF
2. H2O2, NaOH
42
New cards
Nitrile → Ketone

1. R’MgBr, Et2O
2. H2O
43
New cards
Ketone → Alkane

1. H2NNH2, H3O+
2. KOH, H2O

or

H2NNH2, ethylene glycol, NaOH, heat
44
New cards
Benzylic ketone → Alkane
H2, Pd/C
45
New cards
Benzylic hydrogen → Carbox. acid

1. KMnO4, heat
2. H3O+
46
New cards
Acid Cl → 1ºOH

1. LiAlH4, THF
2. H3O+
47
New cards
3ºOH → alkyl halide
HCl / HBr
48
New cards
3ºOH → Alkene
H2SO4, THF, heat
49
New cards
2ºOH → Alkene
POCl3, pyridine
50
New cards
Epoxide → Trans-halohydrin
HX, Et2O
51
New cards
Epoxide → Trans-1,2-diol
H3O+ (cat.)
52
New cards
Alkyl halide → alkene
NaOH, EtOH
53
New cards
Amide → Nitrile (CN)
SOCl2, toluene, heat
54
New cards
Aldehyde → Carbox. Acid
Na2Cr2O7/H+

or

KMnO4/H+
55
New cards
RMgBr → Carbox. Acid

1. CO2
2. H3O+
56
New cards
Alkyl Halide → Nitrile
NaCN, THF
57
New cards
Nitrile → 1º Amine

1. LiAlH4, Et2O
2. H2O
58
New cards
Amine → Alkene

1. R-X
2. Ag2O, H2O, heat
59
New cards
Ketone → Cyanohydrin
HCN or KCN