323136

Sigma-Aldrich

Trimethylboroxine

99%

Empirical Formula (Hill Notation):
C3H9B3O3
CAS Number:
Molecular Weight:
125.53
Beilstein/REAXYS Number:
1757008
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

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

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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.

Packaging

1, 5, 25, 250 g in glass bottle

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2924 8(3) / PGII

WGK Germany

WGK 3

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)
Polymer, 37, 4629-4629 (1996)
Reactivity of metallocene catalysts for olefin polymerization: influence of activator nature and structure
Pedeutour JN
Macromolecular Rapid Communications, 22(14), 1095-1123 (2001)
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)

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