Trimethylboroxine
Trimethylboroxine Basic information
- Product Name:
- Trimethylboroxine
- Synonyms:
-
- 2,4,6-Trimethyl-cyclotriboroxane
- Boroxin, 2,4,6-trimethyl-
- 2,4,6-Trimethyl-1,3,5-trioxa-2,4,6-triboracyclohexane
- 2,4,6-Trimethylboroxin
- Methaneboronic anhydride
- Methylboric anhydride
- Trimethylboroxine, 3.5M (50 wt.%) solution in THF
- Trimethylboroxine, 3.5M (50 wt.%) solution in THF, AcroSeal
- CAS:
- 823-96-1
- MF:
- C3H9B3O3
- MW:
- 125.53
- Product Categories:
-
- API intermediates
- Boronic Acids and Derivatives
- Organometallic Reagents
- Others
- Mol File:
- 823-96-1.mol
Trimethylboroxine Chemical Properties
- 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 Information
- 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
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
Trimethylboroxine Usage And Synthesis
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.]
Trimethylboroxine Preparation Products And Raw materials
Preparation Products
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