Identification | Back Directory | [Name]
2-BROMO-1,3,2-BENZODIOXABOROLE | [CAS]
51901-85-0 | [Synonyms]
B-BROMOCATECHOLBORANE Catechol boron bromide beta-Bromocatecholborane B-Bromocatecholborane> o-Phenylene bromoboronate B-Bromocatecholborane 2-bromo-1,3,2-benzodioxaborale 2-BROMO-1,3,2-BENZODIOXABOROLE 1,3,2-Benzodioxaborole, 2-bromo- 2-broMobenzo[d][1,3,2]dioxaborole 2-Bromo-1,3,2-benzodioxaborole 97% 2- Bromo -1,3,2- benzodioxo-boron heterocycle pentene 2-Bromo-1,3,2-benzodioxaborole,B-Bromocatechol-borane | [Molecular Formula]
C6H4BBrO2 | [MDL Number]
MFCD00013341 | [MOL File]
51901-85-0.mol | [Molecular Weight]
198.81 |
Chemical Properties | Back Directory | [Melting point ]
51-53 °C(lit.)
| [Boiling point ]
76 °C9 mm Hg(lit.)
| [density ]
1.67±0.1 g/cm3(Predicted) | [Fp ]
107 °F
| [storage temp. ]
−20°C
| [solubility ]
sol dichloromethane | [form ]
powder to lump | [color ]
White to Amber to Dark purple | [BRN ]
2445073 | [CAS DataBase Reference]
51901-85-0 |
Hazard Information | Back Directory | [Uses]
B-Bromocatecholborane is a mild Lewis acid capable of selective cleavage of ether, ester and carbamate protecting groups; catalyst
for Diels-Alder reactions. | [Preparation]
B-Bromocatecholborane can be conveniently prepared by treating Catechol with Boron Tribromide. The
reagent is isolated by distillation as a moisture-sensitive, low-melting solid. | [storage]
B-Bromocatecholborane is a flammable solid, moisture sensitive; may be conveniently stored and
dispensed as a 0.2 M solution in dichloromethane. If properly protected from moisture, these solutions are
stable for a period of months[1]. Use in a fume hood. | [Purification Methods]
Keep at 20o/15mm for some time and then fractionally distil. [Gerrard J Chem Soc 1529 1959, Beilstein 6 IV 5612.] | [References]
1. Boeckman Jr., R. K.; Potenza, J. C. TL 1985, 26, 1411.
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