Bis(tetrabutylammonium) dichromate

Reagent for:

• Preparation of nitrophenol derivatives and quinones under aprotic reaction conditions
• Conversion of oximes to carbonyl compounds under microwave irradiation

• Catalyst precursor for catalytic gas phase dehydration of acetic acid to ketene
• Crosslinking agent

Bis(tetrabutylammonium) Dichromate (TBADC) is a mild selective oxidizing agent for benzylic and allylic alcohols^[1]. It can oxidize carbon-halogen bonds^[2].

Preparative Method of Bis(tetrabutylammonium) Dichromate (TBADC): a concentrated aqueous solution (300 mL) of Potassium Dichromate (29.4 g, 0.1 mol) is added to a saturated aqueous solution (300 mL) of Tetra-n-butylammonium Bromide (64.4 g, 0.2 mol). TBADC precipitates and can be removed by filtration (62.8 g, 90% yield).

reagent type: oxidant

Bis(tetrabutylammonium) dichromate was reported to be a toxic agent. The reagent should be handled in a fume hood.

Wash it with water and dry it in a vacuum. Recrystallise it from hexane (m 79-80o). [Santaniello & Ferraboschi Synth Commun 10 75 1980, Beilstein 4 IV 556.] (Possible CARCINOGEN.)

1. (a) Santaniello, E.; Ferraboschi, P. SC 1980, 10, 75. (b) Luzzio, F. A.; Guziec, F. S. OPP 1988, 20, 533.
2. Landini, D.; Rolla, F. CI(L) 1979, 213.