Trimethylboroxine

CAS NO.：823-96-1
Empirical Formula: C3H9B3O3
Molecular Weight: 125.53
MDL number: MFCD00013354
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-08 13:40:43

What is Trimethylboroxine?

Chemical properties

colorless to yellow solution

The Uses of Trimethylboroxine

Trimethylboroxine is used as a derivatizing agent for GLC analysis. It is used in a diverse array of areas, including as a polymerization additive. It is also used in the preparation of CBS catalysts for asymmetric reductions.

The Uses of Trimethylboroxine

Trimethylboroxine (TMB) is a cyclic anhydride of methyl-boronic acid. It can be used as a:

Methylating agent for the methylation of various aromatic halides and C(sp³)?H bonds using palladium catalyst.
Reagent in the preparation of polymer supported CBS (Corey, Bakshi, and Shibata) catalysts.

The Uses of Trimethylboroxine

Trimethylboroxine (TMB) is a cyclic anhydride of methyl-boronic acid. It can be been used:

As a derivatizing agent for gas chromatographic/mass spectrometric analysis.
In the preparation of methylaluminoxane (MAO) which is used in the polymerization of olefins.
As an electrolyte additive to enhance the interface stability of electrode/electrolyte.
In methylation of aryl halides by palladium-catalyzed Suzuki-Miyaura coupling reaction.
In the preparation of CBS (Corey, Bakshi and Shibata) catalysts for asymmetric reductions of ketones to alcohols.

What are the applications of Application

Trimethylboroxine (TMB) is a cyclic anhydride of methyl-boronic acid. It can be been used:
As a derivatizing agent for gas chromatographic/mass spectrometric analysis.
In the preparation of methylaluminoxane (MAO) which is used in the polymerization of olefins.
As an electrolyte additive to enhance the interface stability of electrode/electrolyte.
In methylation of aryl halides by palladium-catalyzed Suzuki-Miyaura coupling reaction.
In the preparation of CBS (Corey, Bakshi and Shibata) catalysts for asymmetric reductions of ketones to alcohols.

Purification Methods

Possible impurity is methylboronic acid. If present, then add a few drops of conc H2SO4 and distil it immediately, then fractionate it through an efficient column. [McCusker et al. J Am Chem Soc 79 5179 1957, IR: Goubeau & Keller Z Anorg Allgem Chem 272 303 1953, Beilstein 4 IV 4378.]

Properties of Trimethylboroxine

Melting point:	−38 °C(lit.)
Boiling point:	78-80 °C(lit.)
Density	0.898 g/mL at 25 °C(lit.)
refractive index	n20/D 1.362(lit.)
Flash point:	16 °F
storage temp.	Flammables area
solubility	Chloroform (Sparingly), Dichloromethane (Slightly), THF (Soluble)
form	Solution
color	Colorless to yellow
Water Solubility	Not miscible in water.
Sensitive	Moisture Sensitive & Hygroscopic
BRN	1757008
Exposure limits	ACGIH: TWA 50 ppm; STEL 100 ppm (Skin) OSHA: TWA 200 ppm(590 mg/m3) NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
CAS DataBase Reference	823-96-1(CAS DataBase Reference)

Safety information for Trimethylboroxine

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H225:Flammable liquids H314:Skin corrosion/irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H351:Carcinogenicity
Precautionary Statement Codes	P201:Obtain special instructions before use. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P370+P378:In case of fire: Use … for extinction.