TETRABUTYLAMMONIUM CHLOROCHROMATE Property

Melting point:

181-185 °C(lit.)

solubility 

sol ethyl acetate, THF, CHCl3, CH2Cl2

Safety

Hazard Codes 

T,O

Risk Statements 

45-23/24/25-8

Safety Statements 

53-36/37/39-45

RIDADR 

UN 3085 5.1/PG 2

WGK Germany 

3

F 

3-8

HazardClass 

5.1

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H272May intensify fire; oxidizer

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P220Keep/Store away from clothing/…/combustible materials.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P311Call a POISON CENTER or doctor/physician.

TETRABUTYLAMMONIUM CHLOROCHROMATE Chemical Properties,Usage,Production

Uses

Tetrabutylammonium Chlorochromate is used as a mild and selective oxidizing agent for benzylic and allylic alcohols; can oxidize thiols.

storage

Tetrabutylammonium Chlorochromate is nonhygroscopic, but must be stored in the absence of light, since it slowly darkens within weeks, although without losing its oxidizing power. Reaction solvents must be anhydrous and free of reducing impurities. Tetrabutylammonium chlorochromate is reported to be a toxic agent. Use in a fume hood.

Purification Methods

It recrystallises from EtOAc/hexane. IR max 920cm
1 in CHCl3 [Santaniello Synthesis 749 1983, Fieser & Fieser Reagents for Org Synth 12 458]. Powerful oxidant and possible carcinogen.