2-Bromo-1,3,2-benzodioxaborole

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2-Bromo-1,3,2-benzodioxaborole manufacturers

2-Bromo-1,3,2-benzodioxaborole Basic information
Product Name:2-Bromo-1,3,2-benzodioxaborole
Synonyms:beta-Bromocatecholborane;2-bromo-1,3,2-benzodioxaborale;o-Phenylene bromoboronate;B-Bromocatecholborane;1,3,2-Benzodioxaborole, 2-bromo-;2-Bromo-1,3,2-benzodioxaborole,B-Bromocatechol-borane;2-Bromo-1,3,2-benzodioxaborole 97%;B-Bromocatecholborane>
CAS:51901-85-0
MF:C6H4BBrO2
MW:198.81
EINECS:
Product Categories:B (Classes of Boron Compounds);B-Bromocatecholborane, etc.
Mol File:51901-85-0.mol
2-Bromo-1,3,2-benzodioxaborole Structure
2-Bromo-1,3,2-benzodioxaborole Chemical Properties
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. 2-8°C
solubility sol dichloromethane
form powder to lump
color White to Amber to Dark purple
BRN 2445073
InChI1S/C6H4BBrO2/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H
InChIKeySAILTPCYIYNOEL-UHFFFAOYSA-N
SMILESBrb1oc2ccccc2o1
CAS DataBase Reference51901-85-0
Safety Information
Hazard Codes C
Risk Statements 14-34-37
Safety Statements 26-36/37/39-45
RIDADR UN 2925 4.1/PG 2
WGK Germany 3
8-10-21
HS Code 2931.90.6000
HazardClass 4.1
PackingGroup III
Storage Class4.1B - Flammable solid hazardous materials
Hazard ClassificationsFlam. Sol. 1
Skin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Bromo-1,3,2-benzodioxaborole Usage And Synthesis
UsesB-Bromocatecholborane is a mild Lewis acid capable of selective cleavage of ether, ester and carbamate protecting groups; catalyst for Diels-Alder reactions.
PreparationB-Bromocatecholborane can be conveniently prepared by treating Catechol with Boron Tribromide. The reagent is isolated by distillation as a moisture-sensitive, low-melting solid.
storageB-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 MethodsKeep 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.
2-Bromo-1,3,2-benzodioxaborole Preparation Products And Raw materials
Preparation ProductsEthyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
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