Oxidation Flashcards

1
Q

SeO2

A

selectively oxidises allylic, benzylic or a-to CO

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Jones

A

CrO3, H2SO4 and acetone
secondary alcohol to ketones
primary alcohol to carboxylic acids

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

PDC

A

pyridinium dichromate
secondary alcohol to ketones
primary alcohol to aldehydes
milder, can be done in organic solvents

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

TPAP

A

tetra-n-propylammonium perruthenate
alcohols to aldehydes/ketones
mild
catalytic using stoichiometric co-oxidant NMO
needs molecular sieves to remove water from reaction

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Dess-martin periodinane

A

alcohols to aldehydes/ketones
mild, good functional group tolerance
expensive and shock sensitive

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

Swern

A

(COCl)2, DMSO at -78C then Et3N
alcohols to aldehydes/ketones
mild but smelly

How well did you know this?
1
Not at all
2
3
4
5
Perfectly