CAS 24589-78-4 N-methyl-N-(trimethylsilyl)trifluoroacetamide (HCID 32510)

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Basic information

CAS: 24589-78-4
Standard SMILES: CN(C(=O)C(F)(F)F)[Si](C)(C)C
InChIKey: MSPCIZMDDUQPGJ-UHFFFAOYSA-N
Molecular formula: C6H12F3NOSi
Average molar mass: 199.25 g/mol
Monoisotopic mass: 199.06402519

Overview

N-methyl-N-(trimethylsilyl)trifluoroacetamide is an N-silyl compound that is N-methyltrifluoroacetamide in which the amide nitrogen is replaced by a trimethylsilyl group. N-methyl-N-(trimethylsilyl)trifluoroacetamide is a derivatisation agent used in gas chromatography/mass spectrometry applications. It has a role as a chromatographic reagent. It is a trifluoroacetamide, a monocarboxylic acid amide and a N-silyl compound.

Names & identifiers

Preferred name: N-methyl-N-(trimethylsilyl)trifluoroacetamide
IUPAC: 2,2,2-trifluoro-N-methyl-N-trimethylsilylacetamide
English name: N-Methyl-N-(trimethylsilyl)trifluoroacetamide
Molecular formula: C6H12F3NOSi
Molecular weight: 199.25

Names & synonyms

24589-78-4N-Methyl-N-(trimethylsilyl)trifluoroacetamideMSTFAN-Methyl-N-trimethylsilyltrifluoroacetamideACETAMIDE, 2,2,2-TRIFLUORO-N-METHYL-N-(TRIMETHYLSILYL)-DTXSID5067003CHEBI:85064N-methyl(trimethylsilyl)trifluoroacetamideRefChem:830619DTXCID5037101246-331-62,2,2-Trifluoro-N-methyl-N-(trimethylsilyl)acetamide

Show more names

N-METHYL-N-TRIMETHYLSILYLTRIFLUOROACETAMIDE ACTIVATED IIIDK232M813248MSTFA MSTFAMSTFA ReagentMSTFA ACTIVATED IMSTFA+TMCS (99:1)MSTFA ACTIVATED IIMSTFA ACTIVATED III

MFCD000004112,2,2-trifluoro-N-methyl-N-trimethylsilylacetamideC6H12F3NOSiEINECS 246-331-6MSTFA; N-Methyl-N-(trimethylsilyl)trifluoroacetamideNSC 339701BRN 1941550N-METHYL-N-(TRIMETHYLSILYL)-TRIFLUOROACETAMIDE

Database identifiers

Properties

Computed structural properties

Topological polar surface area: 20.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 184

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Silicon)

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physical DescriptionColorless liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 98 · 98-100°C
Boiling point: 130132 °C · 130132°C
Density: 1.075 g/mL · 1.075 g/mL at 25 °C(lit.)
vapor density: 1 · >1 (vs air)
vapor pressure: 8.8 mm · 8.8 mm Hg ( 27 °C)
refractive index: 20 · n20/D 1.383
Flash point: 77 °F · 77 °F
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Liquid

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 59 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Acetamide, 2,2,2-trifluoro-N-methyl-N-(trimethylsilyl)-

2,2,2-Trifluoro-N-methyl-N-(trimethylsilyl) acetamide: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Causes decreased immune response in intraperitoneal lethal-dose studies of mice (LDLo = 1,000 mg/kg); [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See N-Methyl-N-(tert-butyldimethylsilyl)trifluoroacetamide. See N-Methyl-bis(trifluoroacetamide).

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

F: 10-21
wgk: 3
tsca: TSCA listed
rtecs: AC9800000
ridadr: UN 1993 3/PG 3
hs_code: 29319090
risk_code: 10-36/37/38-61-50/53-51/53
Signal word: Warning
Symbol(GHS): GHS02,GHS07

Chemistry & industry

Uses & manufacturing

Uses · 1 item

Derivatization, especially silylation, is commonly used to identify and quantify both known and unknown compounds using GC-MS. It is not limited to small molecules. Even peptides can be silylated, especially when the introduction of deuterium is desired. N-Methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) is a very versatile reagent because it can be used to derivatize many of the functional groups commonly found in organic compounds. It operates by attachment of a nonpolar trimethylsilyl (TMS) group. [Sigma-Aldrich]

General Manufacturing InformationAcetamide, 2,2,2-trifluoro-N-methyl-N-(trimethylsilyl)-: ACTIVE

Applications · 3 items

UsesA new metabolite of Famprofazone in humans.

UsesN-Methyl-N-(trimethylsilyl)trifluoroacetamide is used as a silylating reagent that forms volatile derivatives for GC-MS analysis. It acts as a pharmaceutical intermediate and metabolite of Famprofazone in humans. It is also used in the detection of steroid hormones 17-alfa-ethynylestradiol and estrone.

General DescriptionN-Methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) is a derivatizing reagent. It can be used as alternatives to diazomethane.