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Key Documents

281077

Sigma-Aldrich

Trimethyloxonium tetrafluoroborate

95%

Sinonimo/i:

Trimethyloxonium fluoroborate

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About This Item

Formula condensata:
(CH3)3O(BF4)
Numero CAS:
Peso molecolare:
147.91
Beilstein:
3597303
Numero CE:
Numero MDL:
Codice UNSPSC:
12352107
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

95%

Forma fisica

solid

Temperatura di conservazione

−20°C

Stringa SMILE

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
CZVZBKHWOFJNCR-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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

Pittogrammi

Corrosion

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Skin Corr. 1B

Rischi supp

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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)
H M Liebich et al.
Journal of chromatography. A, 843(1-2), 237-245 (1999-07-10)
Trimethyloxonium tetrafluoroborate (TMO) is applied as derivatising reagent to transform urinary organic acids into their methyl esters. The method is suggested as an alternative to the use of diazomethane which is carcinogenic and explosive. In contrast to other methods avoiding
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
H M Liebich et al.
Journal of chromatography. B, Biomedical sciences and applications, 713(2), 427-432 (1998-09-24)
We developed a new sample preparation method for profiling organic acids in urine by GC or GC-MS. The method includes derivatisation of the organic acids directly in the aqueous urine using trimethyloxonium tetrafluoroborate as a methylating agent, extraction of the

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