Oxidation and Reduction Reactions

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

1/49

flashcard set

Earn XP

Description and Tags

orgo rEACTIONS

50 Terms

1
New cards

KMnO4, H3O+

Primary OH

Carboxylic Acid

2
New cards

KMnO4, H3O+

Secondary OH

Ketone

3
New cards

KMnO4, H3O+

Aldehyde

Carboxylic Acid

4
New cards

Dess-Martin

Primary OH

Aldehyde

5
New cards

Dess-Martin

Secondary OH

Ketone

6
New cards

CrO3

Primary OH

Carboxylic Acid

7
New cards

CrO3

Secondary OH

Ketone

8
New cards

Na2Cr2O7, H3O+

Primary OH

Carboxylic Acid

9
New cards

Na2Cr2O7, H3O+

Secondary OH

Ketone

10
New cards

Na2Cr2O7, H3O+

Aldehyde

Carboxylic Acid

11
New cards

  1. NaBH4 2. H3O+

Aldehyde

Primary OH

12
New cards

  1. NaBH4 2. H3O+

Ketone

Secondary OH

13
New cards

NaBH4

Reduction

O → OH

14
New cards

  1. LiAlH4 2. H3O+

Aldehyde

Primary OH

15
New cards

  1. LiAlH4 2. H3O+

Ketone

Secondary OH

16
New cards

  1. LiAlH4 2. H3O+

Ester

Primary OH(s)

17
New cards

LiAlH4

Reducing agent. O → OH

18
New cards

  1. LiAlH4 2. H3O+

Carboxylic Acid

Primary OH

19
New cards

  1. DIBAH, -78× 2. H3O+

Ester

Aldehyde

20
New cards

H2/Pd

Alkene

Alkane

21
New cards

H2/Pd

Reducing Agent. C=C → C—H2

22
New cards

NH2NH2, KOH

Aldehyde

Alkane (R—CH3)

23
New cards

NH2NH2, KOH

Ketone

Alkane (R—CH2—R1 )

24
New cards

Alkene → Epoxide

mCPBA

Adds O across a C=C

25
New cards

Wolff-Kishner

Aldeh./Ket. → alkane

C=O → CH2

26
New cards

DMSO

Solvent, can be used in oxidation reactions

27
New cards

PCC

1* OH → Aldeh

2* OH → Ketone

Stops at Aldehyde for 1* OH

28
New cards

CrO3/H2SO4, H2O/Acetone

Jones Oxidation

1* OH → Carbox. Acid

2* OH → Ketone

Strong Oxidation

29
New cards

DMSO, COCl2

1* OH → Alde.

2* OH → Ketone

30
New cards

Clemmensen Reduction

Aldehyde/Ketone

→ alkane

same as Wolff-Kishner, but acidic

31
New cards

PPh3

Wittig Reaction

Carbonyl

→ Alkene

Replaces C=O with C=C

32
New cards

Alcohol + Carboxylic Acid (H2SO4, heat) →

ester


33
New cards

Williamson Ether Synthesis

Alkoxide + 1* alkyl halide →

ether

34
New cards

HCN or NaCN/HCl

Aldehyde/Ketone →

cyanohydrin

35
New cards

NH2OH

Aldehyde/Ketone →

oxime

36
New cards

RNH2, mild acid

Aldehyde/Ketone

Imine

N=C

37
New cards

R2NH, mild acid

Aldehyde/Ketone (with alpha-H) →

enamine

N—C=C

38
New cards

ROH, H+

Aldehyde/Ketone →

hemiacetal, than acetal with excess OH

39
New cards

Ethylene glycol (HOCH2CH2OH), acid

Aldehyde/Ketone →

Cyclic ketal/acetal

40
New cards

H2O, H+

Hydrolyzes an acetal/ketal back to its carbonyl

41
New cards

RMgBr, then H3O+

Adds an R group to a carbonyl → OH

42
New cards

RMgBr + CO2, then H3O+

Carboxylic acid

43
New cards

Ph3P=CHR

Aldehyde/Ketone →

alkene

44
New cards

mCPBA

Alkene →

Epoxide

45
New cards

H3O+, H2O

Epoxide →

1,2-diol

46
New cards

LiAlH4, then H2O

Opens epoxide: replaces C—O with C—H

47
New cards

RMgBr or RLi, then H3O+

Opens epoxide, forms C—C, gives OH

48
New cards

NaOR + Primary R—Br

Williamson ether synthesis

49
New cards

HI or HBr, heat

Cleaves many ethers

50
New cards

Alcohol + H2SO4, suitable conditions

Can form ethers by acid-catalyzed dehydration