Trimethylboroxine Property

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)

InChIKey

GBBSAMQTQCPOBF-UHFFFAOYSA-N

CAS DataBase Reference

823-96-1(CAS DataBase Reference)

Safety

Hazard Codes 

F,C,Xi

Risk Statements 

11-34-41-37/38-19

Safety Statements 

9-16-26-33-36/37/39-45-46-37/39-3

RIDADR 

UN 2924 3/PG 2

WGK Germany 

3

F 

2-10-21

TSCA 

Yes

HazardClass 

3.1

PackingGroup 

II

HS Code 

29319090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

Trimethylboroxine Chemical Properties,Usage,Production

Chemical Properties

colorless to yellow solution

Uses

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.

Uses

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.

Uses

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.

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.]