Trimethyl borate

Base Information

• Chemical Name: Trimethyl borate
• CAS No.: 121-43-7
• Deprecated CAS: 31649-91-9,63156-11-6,63156-11-6
• Molecular Formula: C3H9BO3
• Molecular Weight: 103.914
• Hs Code.: 2920.90
• European Community (EC) Number: 204-468-9,934-685-0,693-032-5
• ICSC Number: 0593
• NSC Number: 777
• UN Number: 2416
• UNII: 82U64J6F5N
• DSSTox Substance ID: DTXSID0037738
• Nikkaji Number: J2.484H
• Wikipedia: Trimethyl_borate
• Wikidata: Q423710
• Mol file: 121-43-7.mol

Synonyms:trimethyl borate

Chemical Property of Trimethyl borate

Chemical Property:

• Appearance/Colour: water-white liquid
• Melting Point: -34 °C
• Refractive Index: n20/D 1.358(lit.)
• Boiling Point: 67.5 °C at 760 mmHg
• Flash Point: -8 °C
• PSA: 27.69000
• Density: 0.932 g/mL at 20 °C(lit.)
• LogP: -0.08950
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with tetrahydrofuran, ether, isoporpylamine, hexane and
• Water Solubility.: reacts
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 104.0644743
• Heavy Atom Count: 7
• Complexity: 31.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

trimethyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F
• Hazard Codes: Xn,F,T
• Statements: 11-21-23/25-36/37/38-10-36-61-60
• Safety Statements: 16-27-36/37/39-45-25-23-2-26-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Boron)
• Canonical SMILES: B(OC)(OC)OC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes. The substance may cause effects on the central nervous system and kidneys. This may result in headache, dizziness and impaired functions.
• Effects of Long Term Exposure: The substance may have effects on the central nervous system and kidneys. Further see ICSC 0057 and ICSC 0991.
• Uses: Trimethyl borate is a useful reagent in organic synthesis. It is involved in the production of resins, waxes and paints and acts as a methylation agent. As a boron source, it is used to prepare flame retardants, anti-oxidants and corrosion inhibitors. It reacts with Grignard reagents followed by hydrolysis to prepare boronic acid. It is also used as a precursor of borate esters, which finds application in the Suzuki coupling reaction. It is used as neutron detector gas in the presence of a scintillation counter; as a promoter of diborane reactions.

Technology Process of Trimethyl borate

There total 208 articles about Trimethyl borate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + methylenebis(diphenylphosphane)-borane(1:2) (24442-15-7) → Trimethyl borate (121-43-7,63156-11-6) + bis-diphenylphosphinomethane (2071-20-7)

Guidance literature:

In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 99.0%

methanol (67-56-1) + triphenylphosphine borane (2049-55-0) → Trimethyl borate (121-43-7,63156-11-6) + triphenylphosphine (603-35-0)

Guidance literature:

at 120 ℃; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 97.0%

methanol (67-56-1) + (2-biphenyl)dicyclohexylphosphane-borane(1:1) (1186392-99-3) → Trimethyl borate (121-43-7,63156-11-6) + CyJohnPhos (247940-06-3)

Guidance literature:

In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.05.063

upstream raw materials:

methanol

Triisopropyl borate

boric acid tributyl ester

(methoxy)dichloroborane

Downstream raw materials:

triethyl borate

fluorodimethoxyborane

acetic acid methyl ester

vinylboronic acid

Refernces

• 1、 Schlesinger, H. I.,Brown, H. C.,Gilbreath, J. R.,Katz, J. J.. "". . p. 195 - 199. Retrieved 1953.
• 2、 Arquet. "". . p. 1422. Retrieved 1936.
• 3、 Brown et al.. "". . p. 5400,5404. Retrieved 1957.
• 4、 Webster, S. H.,Dennis, L. M.. "". . p. 3233 - 3235. Retrieved 1933.
• 5、 Weissbach. "". . p. 329. Retrieved 1958.
• 6、 Leitao, Erin M.,Manners, Ian. "Rehydrogenation of aminoboranes to amine-boranes using H2O: Reaction scope and mechanism". . p. 2199 - 2205. Retrieved 2015.
• 7、 Murphy, C. B.,Enrione, R. E.. "". . p. 584 - 587. Retrieved 1971.
• 8、 Etridge, J. J.,Sugden, S.. "". . . Retrieved 1928.
• 9、 Klapoetke, Thomas M.,Rusan, Magdalena,Sproll, Veronique. "Preparation of energetic poly(azolyl)borates as new environmentally benign green-light-emitting species for pyrotechnics". . p. 2433 - 2443. Retrieved 2013.
• 10、 Voronkov,M.G.,Fedotova,L.A.. "-". . . Retrieved 1968.