Identification | More | [Name]
TRIMETHYLOXONIUM TETRAFLUOROBORATE | [CAS]
420-37-1 | [Synonyms]
TRIMETHYLOXONIUM TETRAFLUOROBORATE trimethyl-oxoniutetrafluoroborate(1-) trimethyloxonium tetrafluoroborate(1-) Trimethyloxonium tetrafluoroborate 98+% Trimethyloxoniumtetrafluoroborate,C24%min Trimethyloxoniumtetrafluoroborate,min.95% Oxonium, trimethyl-, tetrafluoroborate(1-) Trimethyloxonium tetrafluoroborate 98% trimethyl-oxoniu tetrafluoroborate Trimethyloxonium tetrafluoroborate, 97+% Trimethyloxonium tetrafluoroborate, min. 95% | [EINECS(EC#)]
206-994-4 | [Molecular Formula]
C3H9BF4O | [MDL Number]
MFCD00011798 | [Molecular Weight]
147.91 | [MOL File]
420-37-1.mol |
Chemical Properties | Back Directory | [Appearance]
white to off-white crystals | [Melting point ]
200 °C
| [storage temp. ]
2-8°C
| [solubility ]
Soluble in nitrobenzene, nitromethane, chloroform, hot acetone, liquid sulfur dioxide. Slightly soluble in dichloromethane. Insoluble in common organic solvents. | [form ]
Crystals | [color ]
White to off-white | [Sensitive ]
Moisture Sensitive | [BRN ]
3597303 | [InChI]
InChI=1S/C3H9O.BF4/c1-4(2)3;2-1(3,4)5/h1-3H3;/q+1;-1 | [InChIKey]
JDFKFXJJAIJXPP-UHFFFAOYSA-M | [SMILES]
[B-](F)(F)(F)F.[O+](C)(C)C | [CAS DataBase Reference]
420-37-1(CAS DataBase Reference) | [Storage Precautions]
Store under inert gas;Moisture sensitive | [EPA Substance Registry System]
Oxonium, trimethyl-, tetrafluoroborate(1-) (420-37-1) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R14:Reacts violently with water. R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S43:In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add-Never use water) . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [F ]
3-10-21 | [Hazard Note ]
Corrosive/Freeze | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29420000 |
Hazard Information | Back Directory | [Description]
Trimethyloxonium tetrafluoroborate (TMO), a trialkyloxonium salt, is a white salt at ambient temperature that can be added directly to reaction media to carry out the methylation of reactive, acidic analytes. The main drawback associated with the employment of TMO is the generation of tetrafluoroboric acid (HBF4), which may interfere with the analysis of acid-sensitive analytes and cause column degradation over time. However, the effects of this acid can be countered by neutralization with inorganic bases like sodium or potassium bicarbonate during the sample preparation step before instrument injection. This approach has proven crucially useful in analysing phosphonic and sulfonic acids related to organophosphorus-based nerve agents. TMO could be employed as a derivatizing agent in the methylation of a panel of environmentally relevant chlorinated phenols. It is also used in neutral and basic solutions for the selective methylation of the carboxyl groups of protohemin IX, hematohemin, and heme a[1-2]. | [Chemical Properties]
white to off-white crystals | [Uses]
Trimethyloxonium Tetrafluoroborate is a trialkylated oxonium used as a methylation agent in organic synthesis. | [Health Hazard]
Trimethyloxonium Tetrafluoroborate(420-37-1) is a potent alkylating agent, with its non-volatile nature reducing associated hazards. Nevertheless, it produces strong acids upon contact with water, so it is important to exercise caution and prevent water contact during its application.
| [References]
[1] Carlos A Valdez, Roald N Leif, Edmund P Salazar. “Trimethyloxonium-mediated methylation strategies for the rapid and simultaneous analysis of chlorinated phenols in various soils by electron impact gas chromatography-mass spectrometry.” Scientific Reports (2022): 1401. [2] R T Dean, D E Hultquist, L J DeFilippi. “Esterification of hemins with trimethyloxonium tetrafluoroborate.” Analytical biochemistry 76 l (1976): 1–8.
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