CATECHOLBORANE

Details:

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.)
Fp     36 °F
storage temp.     2-8°C
solubility     Miscible with diethyl ether, tetrahydrofuran, dichloromethane, chloroform, carbon tetrachloride, toluene, and benzene.
form     liquid
Water Solubility     Reacts with water.
Sensitive     Moisture Sensitive
BRN     972072
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 Information
Provider    Language
SigmaAldrich    English
ACROS    English
ALFA    English
CATECHOLBORANE Usage And Synthesis
Chemical Properties    CATECHOLBORANE is clear colorless solution
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 Preparation Products And Raw materials
Raw materials    Tetrahydrofuran-->Pyrocatechol-->Borane-tetrahydrofuran complex
Preparation Products    E-PHENYLETHENYLBORONIC ACID-->1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE-->tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate