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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:
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

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.
  • For the synthesis of ammonia borane and trialkylamine boranes.
  • In the reduction of carboxylic acids in the presence of borane-methyl sulfide.
  • As a reagent to crosslink phopshate complexes.
  • As a source of boron to synthesize boron nitride nanotubes by chemical vapor deposition (CVD) method.

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


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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)
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)
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
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

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