188913

Catecholborane

98%

• Synonym(s): Catecholatoborane, Catecholborane (CB), Pyrocatecholborane
• Empirical Formula (Hill Notation): C₆H₅BO₂
• CAS Number: 274-07-7
• Molecular Weight: 119.91
• Beilstein/REAXYS Number: 972072
• EC Number: 205-991-5
• MDL number: MFCD00005846
• UNSPSC Code: 12352103
• PubChem Substance ID: 24851357
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• form: liquid
• reaction suitability: reagent type: reductant
• refractive index: n20/D 1.507 (lit.)
• bp: 50 °C/50 mmHg (lit.)
• mp: 12 °C (lit.)
• density: 1.125 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: [bH]1oc2ccccc2o1
• InChI: 1S/C6H5BO2/c1-2-4-6-5(3-1)8-7-9-6/h1-4,7H
• InChI key: CENMEJUYOOMFFZ-UHFFFAOYSA-N

Description

Application

A monofunctional hydroborating agent which reduces β-hydroxyketones to 1,3-diols. Effects conjugate reduction of α,β-enones.

Used to prepare B-alkylcatecholboranes which were used, in turn, to generate alkyl radicals forming aryl ethers from quinones. Employed in a preparation of C2-symmetric boron complexes from methylenebis(oxazolines) used for enantioselective reduction of ketones.

Legal Information

Made under U.S. Pat. No. 6,204,405.

Safety Information

• pictograms: GHS02,GHS05
• signalword: Danger
• hcodes: H225,H314
• pcodes: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 35.6 °F - closed cup
• flash_point_c: 2 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter