Skip to Content
Merck
All Photos(7)

Key Documents

323136

Sigma-Aldrich

Trimethylboroxine

99%

Synonym(s):

2,4,6-Trimethyl-1,3,5,2,4,6-trioxatriborinane, 2,4,6-Trimethylboroxine, Methaneboronic anhydride, Trimethyl-1,3,5,2,4,6-trioxatriborinane

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C3H9B3O3
CAS Number:
Molecular Weight:
125.53
Beilstein:
1757008
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.362 (lit.)

bp

78-80 °C (lit.)

mp

−38 °C (lit.)

density

0.898 g/mL at 25 °C (lit.)

SMILES string

Cb1ob(C)ob(C)o1

InChI

1S/C3H9B3O3/c1-4-7-5(2)9-6(3)8-4/h1-3H3

InChI key

GBBSAMQTQCPOBF-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

related product

Product No.
Description
Pricing

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

15.8 °F - closed cup

Flash Point(C)

-9 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Reactivity of metallocene catalysts for olefin polymerization: influence of activator nature and structure
Pedeutour JN
Macromolecular Rapid Communications, 22(14), 1095-1123 (2001)
Polymer, 37, 4629-4629 (1996)
Enhanced high voltage performances of layered lithium nickel cobalt manganese oxide cathode by using trimethylboroxine as electrolyte additive
Yu Q, et al.
Electrochimica Acta, 176(14), 919-925 (2015)
Tetrahedron Asymmetry, 14, 2115-2118 (2003)
Practical methylation of aryl halides by Suzuki-Miyaura coupling.
Gray M, et al.
Tetrahedron Letters, 41(32), 6237-6240 (2000)

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