823-96-1 Usage
Description
Trimethylboroxine, also known as TMB, is a cyclic anhydride of methyl-boronic acid. It is a versatile chemical compound with a wide range of applications in various industries due to its unique properties.
Uses
Used in Analytical Chemistry:
Trimethylboroxine is used as a derivatizing agent for gas chromatographic (GLC) analysis. It helps in the identification and quantification of various organic compounds by converting them into more volatile and thermally stable derivatives.
Used in Polymer Industry:
Trimethylboroxine is used as a polymerization additive. It enhances the properties of polymers, such as their stability, processability, and performance, making them suitable for various applications.
Used in Catalyst Preparation:
Trimethylboroxine is used in the preparation of CBS (Corey, Bakshi, and Shibata) catalysts for asymmetric reductions. These catalysts are essential in the synthesis of enantiomerically pure compounds, which are crucial in pharmaceutical and agrochemical industries.
Used in Organic Synthesis:
Trimethylboroxine serves as a methylating agent for the methylation of various aromatic halides and C(sp3)-H bonds using palladium catalysts. This reaction is widely used in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Used in Olefin Polymerization:
Trimethylboroxine is used in the preparation of methylaluminoxane (MAO), which is an essential component in the polymerization of olefins. This process leads to the production of high-quality polymers with improved properties.
Used in Electrochemistry:
Trimethylboroxine acts as an electrolyte additive to enhance the interface stability of electrode/electrolyte systems. This improves the performance and longevity of batteries and fuel cells.
Used in Suzuki-Miyaura Coupling Reaction:
Trimethylboroxine is employed in the methylation of aryl halides by palladium-catalyzed Suzuki-Miyaura coupling reaction. This reaction is a crucial method for the formation of carbon-carbon bonds in organic synthesis, particularly in the production of biologically active compounds and advanced materials.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 823-96-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 3 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 823-96:
(5*8)+(4*2)+(3*3)+(2*9)+(1*6)=81
81 % 10 = 1
So 823-96-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H9B3O3/c1-4-7-5(2)9-6(3)8-4/h1-3H3
823-96-1Relevant articles and documents
Complete reductive cleavage of CO facilitated by highly electrophilic borocations
Curless, Liam D.,Clark, Ewan R.,Cid, Jessica,Del Grosso, Alessandro,Ingleson, Michael J.
, p. 10903 - 10906 (2015)
The addition of CO to [((R3N)BH2)2(μ-H)][B(C6F5)4] leads to formation of trimethylboroxine ((MeBO)3) and [(R3N)2BH2][B(C6F5
GEZIELTE SYNTHESEN FUER BOROXAZINE
Oesterle, Rainer,Maringgele, Walter,Meller, Anton
, p. 281 - 290 (2007/10/02)
Cyclo-1-oxa-3,5-diaza-2,4,6-triboranes (A) and cyclo-1,3-dioxa-5-aza-2,4,6-triboranes (B) have been prepared by four different methods: (1) from mixtures of hexamethyldisilazanes and hexamethyldisiloxane with CH3BBr2 (A and B); (2) from (CH3)3SiN2 and CH3BBr2 (B); (3) from cyclo-1-oxa-3,5-diaza-2,4,6-trisilanes and CH3BBr2 (A); and (4) from CH3B2 and hexamethyldisiloxane (A).The products and some by-products were characterized by mass and NMR (1H, 11B, 29Si) spectra.Substances which were separated from the by-products were also analysed.
