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452920 Sigma-Aldrich

Trimethyl borate

≥98%

Synonym: Boric acid trimethyl ester, Methyl borate

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Properties

Related Categories Boronic Acids and Derivatives, Chemical Synthesis, Organoborates, Organometallic Reagents
Quality Level   200
vapor density   3.59 (vs air)
assay   ≥98%
refractive index   n20/D 1.346 (lit.)
bp   68-69 °C (lit.)
mp   −34 °C (lit.)
density   0.932 g/mL at 20 °C (lit.)
SMILES string   COB(OC)OC
InChI   1S/C3H9BO3/c1-5-4(6-2)7-3/h1-3H3
InChI key   WRECIMRULFAWHA-UHFFFAOYSA-N

Description

Application

Trimethyl borate reacts with a Grignard reagent or organolithium compounds to yield dimethyl boronates, which upon subsequent aqueous acid treatment afford corresponding boronic acids. The resultant boronic acids or esters are useful intermediates in various cross-coupling reactions such as Suzuki coupling and Chan-Lam coupling. It is also used in the preparation of sodium borohydride.

Packaging

100, 500 mL in Sure/Seal™

2 L in Sure/Seal™

Legal Information

ASCENSUS product

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Eyes
RIDADR 
UN 2416 3 / PGII
WGK Germany 
WGK 2
RTECS 
ED5600000
Flash Point(F) 
12.2 °F
Flash Point(C) 
-11 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Tom Sheppard Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Tom Sheppard Group - Professor Product Portal
Keywords: Amidations, Arylations, Catalysis, Chemical reactions, Chromatography, Dehydration reaction, Organocatalysis, Substitutions

Peer-Reviewed Papers
15

References

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