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Merck
CN

281077

Trimethyloxonium tetrafluoroborate

95%

Synonym(s):

Trimethyloxonium fluoroborate

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About This Item

Linear Formula:
(CH3)3O(BF4)
CAS Number:
Molecular Weight:
147.91
UNSPSC Code:
12352107
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-994-4
Beilstein/REAXYS Number:
3597303
MDL number:
Assay:
95%
Form:
solid
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Quality Level

assay

95%

form

solid

functional group

ether

storage temp.

−20°C

SMILES string

C[O+](C)C.F[B-](F)(F)F

InChI

1S/C3H9O.BF4/c1-4(2)3;2-1(3,4)5/h1-3H3;/q+1;-1

InChI key

CZVZBKHWOFJNCR-UHFFFAOYSA-N

General description

Trimethyloxonium tetrafluoroborate can be used as a methylating agent for the methylation of hydroxyl/carboxyl functional groups. It is capable of methylating polyfunctional carboxylic acids. It is also used as a catalyst for the polymerization of cyclic sulfides and ethers.

Application

Reagent for the methylation of hydroxyl groups recently used in a complex, multistep synthesis directed towards spirastrellolide, a marine natural product.


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Toward the total synthesis of spirastrellolide A. Part 2: Conquest of the northern hemisphere.
Alois Fürstner et al.
Angewandte Chemie (International ed. in English), 45(33), 5510-5515 (2006-08-15)
Marco Pacenti et al.
Biomedical chromatography : BMC, 22(10), 1155-1163 (2008-05-29)
A method for the determination of the organic acids directly in the urine employing derivatization with trimethyloxonium tetrafluoroborate as a methylating agent and sequential extraction by head space and direct immersion/solid phase microextraction is reported. Furoic acid, hippuric acid, methylhippuric
S Chericoni et al.
Journal of analytical toxicology, 35(4), 193-198 (2011-04-26)
The present work describes the validation of a novel aqueous in situ derivatization procedure with trimethyloxonium tetrafluoroborate (TMO) as methylating agent for the simultaneous, quantitative analysis of Δ(9)-tetrahydrocannabinol (THC) and 11-nor-Δ(9)-tetrahydrocannabinol carboxylic acid (THC-COOH) in human urine. The derivatizing agent



Global Trade Item Number

SKUGTIN
281077-100G04065265906913
281077-10G04061826214626
281077-1G04061826671436