Identification | Back Directory | [Name]
Bis(tetrabutylammonium) dichromate | [CAS]
56660-19-6 | [Synonyms]
TBADC TETRABUTYLAMMONIUM DICHROMATE BIS(TETRABUTYLAMMONIUM) DICHROMATE BIS(TETRA-N-BUTYLAMMONIUM) DICHROMATE Tetra-n-butylaMMoniuM dichroMate, 99% Bis(tetrabutylammonium) dichromate 99% TBADC, Tetrabutylammonium dichromate Bis(tetrabutylammonium) Dichromate  tetrabutylammonium, salt with chromic acid (2:1) Bis(tetrabutylammonium) Dichromate [Oxidizing Reagent] Bis(tetra-n-butylammonium) Dichromate [Oxidizing Reagent] | [EINECS(EC#)]
260-315-6 | [Molecular Formula]
C32H72Cr2N2O7 | [MDL Number]
MFCD00013104 | [MOL File]
56660-19-6.mol | [Molecular Weight]
700.92 |
Chemical Properties | Back Directory | [Melting point ]
139-143 °C(lit.)
| [solubility ]
sol dichloromethane, chloroform. | [form ]
powder to crystaline | [color ]
Light yellow to Brown | [Water Solubility ]
Soluble in water. | [Exposure limits]
OSHA: Ceiling 0.1 mg/m3 NIOSH: IDLH 15 mg/m3; TWA 0.0002 mg/m3 |
Hazard Information | Back Directory | [Uses]
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
| [Application]
Bis(tetrabutylammonium) Dichromate (TBADC) is a mild selective oxidizing agent for benzylic and allylic alcohols[1]. It can oxidize carbon-halogen bonds[2]. | [Preparation]
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). | [reaction suitability]
reagent type: oxidant | [storage]
Bis(tetrabutylammonium) dichromate was reported to be a toxic agent. The reagent should be handled in a fume
hood. | [Purification Methods]
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.) | [References]
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. |
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