Trimethylboroxine
- Product Name
- Trimethylboroxine
- CAS No.
- 823-96-1
- Chemical Name
- Trimethylboroxine
- Synonyms
- 2,4,6-triMethyl-1,3,5,2,4,6-trioxatriborinane;2,4,6-Trimethylboroxin;2,4,6-Tr;METHYLBOROXIN;TRIMETHYLBOROXINE;trimethylboroxin,;TRIMEETHYLBOROXINE;Methylboric anhydride;Trimethylcyclotriborane;Methaneboronic anhydride
- CBNumber
- CB0104810
- Molecular Formula
- C3H9B3O3
- Formula Weight
- 125.53
- MOL File
- 823-96-1.mol
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.
N-Bromosuccinimide Price
- Product number
- 903965
- Product name
- Trimethylboroxine
- Purity
- 50% THF solution
- Packaging
- 5ML
- Price
- $59.2
- Updated
- 2024/03/01
- Product number
- 903965
- Product name
- Trimethylboroxine
- Purity
- 50% THF solution
- Packaging
- 25ML
- Price
- $231
- Updated
- 2024/03/01
- Product number
- 903965
- Product name
- Trimethylboroxine
- Purity
- 50% THF solution
- Packaging
- 250ML
- Price
- $1290
- Updated
- 2024/03/01
- Product number
- 323136
- Product name
- Trimethylboroxine
- Purity
- 99%
- Packaging
- 1g
- Price
- $20.8
- Updated
- 2024/03/01
- Product number
- 323136
- Product name
- Trimethylboroxine
- Purity
- 99%
- Packaging
- 5g
- Price
- $131
- Updated
- 2024/03/01
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.
Preparation
Trimethylboroxine is prepared by heating B(CH3)3 and B2O3 together in a sealed tube. The B2O3 powder is made by dehydrating H3BO3 under vacuum over P2O5 , at 220℃. The very hygro-scopic oxide is placed with strict exclusion of moisture in a 200-ml. thick-wall Pyrex tube provided with a ground joint, and a melting-point capillary is fastened to the tube just below the joint. The tube is connected to a vacuum pump and immersed in liquid nitrogen, and when a high vacuum has been established, a quantity of B(CH3)3 equivalent to 4.25 g. (0.061 mole) of B2O3 is condensed in the tube. The tube is sealed off, heated to 600℃ and kept at this temperature for six hours; in the process the contents turn into a clear, colorless liquid. When the tube has cooled down, the tip is broken under a nitrogen blanket and sealed to a tube leading to the vacuum pump. The tube is evacuated and the contents of the tube are transferred into a -78℃ trap. The crude product is purified by removing volatile contaminants at -45℃ and then distilling the product from a -10℃ trap into a receiver held at -78℃.
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.]
Structure and conformation
The B and O atoms in trimethylboroxine form a symmetrical six-membered ring.
Trimethylboroxine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Trimethylboroxine manufacturers
- Product
- Trimethylboroxine 823-96-1
- Price
- US $30.00-10.00/KG
- Min. Order
- 50KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-05
- Product
- Trimethylboroxine 823-96-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 10 tons
- Release date
- 2023-11-27
- Product
- Trimethylboroxine 823-96-1
- Price
- US $6.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 100000
- Release date
- 2024-08-08