| Identification | More | [Name]
Trimethylboroxine | [CAS]
823-96-1 | [Synonyms]
METHYLBOROXIN
TRIMETHYLBOROXINE
trimethylboroxin,
trimethylboroxin,mbx,intetrahydrofuran
Trimethylboroxin, in tetrahydrofuran
Trimethylboroxine, 50 wt% solution in THF
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 | [Molecular Formula]
C3H9B3O3 | [MDL Number]
MFCD00013354 | [Molecular Weight]
125.53 | [MOL File]
823-96-1.mol |
| Chemical Properties | Back Directory | [Appearance]
colorless to yellow solution | [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.)
| [Fp ]
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 Data | Back Directory | [Symbol(GHS) ]
   
GHS02,GHS05,GHS07,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H225-H314-H335-H351 | [Precautionary statements ]
P201-P210-P233-P261-P280-P370+P378 | [Hazard Codes ]
F,C,Xi | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns.
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R19:May form explosive peroxides. | [Safety Statements ]
S9:Keep container in a well-ventilated place .
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S33:Take precautionary measures against static discharges .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S46:If swallowed, seek medical advice immediately and show this container or label .
S37/39:Wear suitable gloves and eye/face protection .
S3:Keep in a cool place . | [RIDADR ]
UN 2924 3/PG 2
| [WGK Germany ]
3
| [F ]
2-10-21 | [TSCA ]
Yes | [HazardClass ]
3.1 | [PackingGroup ]
II | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [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.? | [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. | [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℃.
| [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.
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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