Skip to Content
MilliporeSigma
All Photos(1)

Documents

452920

Sigma-Aldrich

Trimethyl borate

≥98%

Synonym(s):

Boric acid trimethyl ester, Methyl borate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
B(OCH3)3
CAS Number:
Molecular Weight:
103.91
Beilstein/REAXYS Number:
1697939
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.59 (vs air)

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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.

Legal Information

ASCENSUS product

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

12.2 °F - (own results)

flash_point_c

-11 °C - (own results)

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

New N-and O-arylations with phenylboronic acids and cupric acetate.
Chan D M, et al.
Tetrahedron Letters, 39(19), 2933-2936 (1998)
Boronic esters in stereodirected synthesis.
Matteson D S
Tetrahedron, 45(7), 1859-1885 (1989)
Cross?Coupling Reactions Of Organoboranes: An Easy Way To Construct C-C Bonds (Nobel Lecture)
Suzuki A
Angewandte Chemie (International Edition in English), 50(30), 6722-6737 (2011)
The Preparation of Sodium Borohydride by the High Temperature Reaction of Sodium Hydride with Borate Esters1.
Schlesinger H I, et al.
Journal of the American Chemical Society, 75(1), 205-209 (1953)
Palladium-catalyzed cross-coupling reactions of organoboron compounds.
Miyaura N and Suzuki A
Chemical Reviews, 95(7), 2457-2483 (1995)

Related Content

Our laboratory is interested in the development of new synthetic methodology and its application to the synthesis of potentially useful molecules. Our research work is spread across a wide range of different areas including transition-metal catalysis (gold, palladium), organoboron chemistry, organocatalysis, multicomponent reactions, and sustainable chemistry.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service