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92330

Sigma-Aldrich

Trimethyl borate

purum, ≥99.0% (GC)

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:
329769888
NACRES:
NA.22
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vapor density

3.59 (vs air)

Quality Level

200

grade

purum

Assay

≥99.0% (GC)

form

liquid

refractive index

n20/D 1.346 (lit.)
n20/D 1.358

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 (TMB) can be used:
  • For the synthesis of luminogens having triphenylamine core and tetraphenylethene peripheral moieties.[1]
  • For the synthesis of ammonia borane and trialkylamine boranes.[2]
  • In the reduction of carboxylic acids in the presence of borane-methyl sulfide.[3]
  • As a reagent to crosslink phopshate complexes.[4]
  • As a source of boron to synthesize boron nitride nanotubes by chemical vapor deposition (CVD) method. [5]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9164
BCCC9592
BCBS8845V
BCBR6280V
BCBX6521

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Organic synthesis using borane-methyl sulfide. II. Reduction of aromatic carboxylic acids in the presence of trimethyl borate.
Lane CF, et al.
The Journal of Organic Chemistry, 39(20), 3052-3054 (1974)
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)
Changing the Behavior of Chromophores from Aggregation?Caused Quenching to Aggregation?Induced Emission: Development of Highly Efficient Light Emitters in the Solid State.
Yuan W Z, et al.
Advanced Materials, 22(19), 2159-2163 (2010)
Scott Gronert et al.
Journal of the American Society for Mass Spectrometry, 13(9), 1088-1098 (2002-09-27)
Using a quadrupole ion trap mass spectrometer, trimethyl borate was allowed to react with dihydrogen phosphate, deprotonated O-phosphoserine, and a set of hydrogen bonded complexes involving dihydrogen phosphate and neutral acids (phosphoric acid, acetic acid, serine, and O-phosphoserine). The reactions
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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