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443999

Sigma-Aldrich

Trimethyl borate

purified by redistillation, ≥99.5%

Synonym(s):

Boric acid trimethyl ester, Methyl borate

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About This Item

Linear Formula:
B(OCH3)3
CAS Number:
121-43-7
Molecular Weight:
103.91
Beilstein:
1697939
EC Number:
204-468-9
MDL number:
MFCD00008346
UNSPSC Code:
12352103
PubChem Substance ID:
24868093
NACRES:
NA.22

vapor density

3.59 (vs air)

Assay

≥99.5%

form

liquid

purified by

redistillation

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

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Application

Trimethyl borate can be used as:
  • A reagent in the preparation of various trialkylamine−boranes from corresponding trialkylamines using lithium hydride/aluminum chloride catalyst.
  • A source of boron in the synthesis of boron nitride (BN) nanotubes by thermal-heating chemical vapor deposition (TH-CVD) method.
  • An electrolytic additive for electrochemical applications.
  • A reagent along with lithium di-tert-butyl(2,2,6,6-tetramethylpiperidino)zincate (TMP-zincate) for the synthesis of 1-tert-butyl-3,4-dihydroisoquinoline from isoquinoline via ortho metalation reaction.

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

12.2 °F - (own results)

Flash Point(C)

-11 °C - (own results)

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’.

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Trimethyl borate-induced one-pot homologation reactions of isoquinoline with di-tert-butyl-TMP zincate
Seo HJ, et al.
Tetrahedron Letters, 52(29), 3747-3750 (2011)
Trimethyl borate as an electrolyte additive for high potential layered cathode with concurrent improvement of rate capability and cyclic stability
Wang Z, et al.
Electrochimica Acta, 184(1), 40-46 (2015)
Thermal-heating CVD synthesis of BN nanotubes from trimethyl borate and nitrogen gas.
Lin FH, et al.
Materials Chemistry and Physics, 107(1), 115-121 (2008)
R Meder et al.
Solid state nuclear magnetic resonance, 15(1), 69-72 (2000-07-21)
Boron-11 nuclear magnetic resonance imaging and spectroscopy have been used to characterise the nature and distribution of boron compounds after preservative treatment of radiata pine wood with trimethylborate (TMB). One day after treatment, 11B magnetic resonance imaging microscopy showed significant
Jayalakshmi Somuramasami et al.
Journal of the American Society for Mass Spectrometry, 22(6), 1040-1051 (2011-09-29)
Several lignin model compounds were examined to test whether gas-phase ion-molecule reactions of trimethylborate (TMB) in a FTICR can be used to differentiate the ortho-, meta-, and para-isomers of protonated aromatic compounds, such as those formed during degradation of lignin.
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