CATECHOLBORANE Chemical Properties

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

color 

Hazy Colourless

Water Solubility 

Reacts with water.

Sensitive 

Moisture Sensitive

BRN 

972072

Stability:

Hygroscopic

InChIKey

CENMEJUYOOMFFZ-UHFFFAOYSA-N

CAS DataBase Reference

274-07-7(CAS DataBase Reference)

EPA Substance Registry System

1,3,2-Benzodioxaborole (274-07-7)

Safety Information

Hazard Codes 

F,C

Risk Statements 

11-19-34-67-65-63-48/20-14-40-37

Safety Statements 

26-36/37/39-45-62-16-43

RIDADR 

UN 2924 3/PG 2

WGK Germany 

3

F 

1-10

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29209090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

CATECHOLBORANE Usage And Synthesis

Chemical Properties

CATECHOLBORANE is clear colorless solution

Uses

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.

Uses

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

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].

CATECHOLBORANE(274-07-7)Related Product Information

• Phenylacetylene
• Sodium Methoxide
• Acetophenone
• Iodoform
• 9-Borabicyclo[3.3.1]nonane
• Boron
• 2-BROMO-1,3,2-BENZODIOXABOROLE
• CATECHOLBORANE
• 2,2'-Bis-1,3,2-benzodioxaborole
• (R)-2-hydroxy-alpha-[(methylamino)methyl]-1,3,2-benzodioxaborole-5-methanol
• 2-CHLORO-1,3,2-BENZODIOXABOROLE
• 2-PROPYL-1,3,2-BENZODIOXABOROLE
• 2-PHENYL-1,3,2-BENZODIOXABOROLE
• 4-CHLOROPHENYLBORONIC ACID, CATECHOL CYCLIC ESTER
• 2-(CIS-1-ETHYL-1-BUTENYL)-1 3 2-BENZODI&
• 2-(4-BROMOBUTYL)-1 3 2-BENZODIOXABOROLE&
• O-PHENYLENE BORATE
• DI-O-TOLYLGUANIDINE SALT OF DICATECHOLBORATE