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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/REAXYS Number:
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.

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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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Certificates of Analysis (COA)

Lot/Batch Number
STBK8916
SHBM8968
STBK4721
STBK1334
STBJ7141

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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)
A Colorado et al.
Journal of mass spectrometry : JMS, 31(4), 403-410 (1996-04-01)
Barbiturates are a class of drugs that are utilized as anesthetics and sleeping agents and are used for the treatment of anxiety, epilepsy and other psychiatric disorders. Because of their pyrimidine structures, barbiturates are highly basic compounds. The evaluation of
Steven C Habicht et al.
Analytical chemistry, 80(9), 3416-3421 (2008-03-28)
A mass spectrometric method has been developed for the identification of the carboxylic acid functional group in analytes evaporated and ionized by electrospray ionization (ESI). This method is based on gas-phase ion-molecule reactions of ammoniated ([M + NH4]+) and sodiated
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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