CATECHOLBORANE

CAS NO.：274-07-7
Empirical Formula: C6H5BO2
Molecular Weight: 119.91
MDL number: MFCD00005846
EINECS: 205-991-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-21 22:41:43

What is CATECHOLBORANE?

Chemical properties

CATECHOLBORANE is clear colorless solution

The Uses of CATECHOLBORANE

CATECHOLBORANE is used in the transition metal catalyzed hydroboration of alkenes.1,2,3

The Uses of CATECHOLBORANE

Catecholborane is used to prepare B-alkylcatecholboranes. It finds application for the preparation of amides and macrocyclic lactams from carboxylic acids. It is used as a stereoselective reducing agent to convert beta-hydroxy ketones to syn 1,3-diols. Further, it reacts with alkyne through hydroboration to form trans vinyl borane, which is a precursor to Suzuki reaction.

Purification Methods

It is a moisture-sensitive flammable liquid which is purified by distillation in a vacuum under a N2 atmosphere and stored under N2 at 0-4o. It liberates H2 when added to H2O or MeOH. A solution in THF, after 25hours at 25o, has residual hydride of 95% (under N2) and 80% (under air) [Brown & Gupta J Am Chem Soc 97 5249 1975].

Properties of CATECHOLBORANE

Melting point:	12 °C(lit.)
Boiling point:	50 °C50 mm Hg(lit.)
Density	1.125 g/mL at 25 °C(lit.)
refractive index	n20/D 1.507(lit.)
Flash point:	36 °F
storage temp.	2-8°C
solubility	Miscible with diethyl ether, tetrahydrofuran, dichloromethane, chloroform, carbon tetrachloride, toluene, and benzene.
form	liquid
appearance	Colorless liquid
color	Hazy Colourless
Water Solubility	Reacts with water.
Sensitive	Moisture Sensitive
BRN	972072
Stability:	Hygroscopic
CAS DataBase Reference	274-07-7(CAS DataBase Reference)
EPA Substance Registry System	1,3,2-Benzodioxaborole (274-07-7)

Safety information for CATECHOLBORANE

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05
GHS Hazard Statements	H225:Flammable liquids H314:Skin corrosion/irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.