N-(tert-butyldimethylsilyl)-2,2,2-trifluoro-N-methylacetamide

• ChemBase ID: 8559
• Molecular Formular: C9H18F3NOSi
• Molecular Mass: 241.3260296
• Monoisotopic Mass: 241.11097539
• SMILES: O=C(N([Si](C(C)(C)C)(C)C)C)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)N([Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C9H18F3NOSi/c1-8(2,3)15(5,6)13(4)7(14)9(10,11)12/h1-6H3
• InChIKey: QRKUHYFDBWGLHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(tert-butyldimethylsilyl)-2,2,2-trifluoro-N-methylacetamide
• IUPAC Traditional name: N-(tert-butyldimethylsilyl)-2,2,2-trifluoro-N-methylacetamide
• Synonyms: N-[(1,1-Dimethylethyl)dimethylsilyl]-2,2,2-trifluoro-N-methylacetamide; N-Methyl-N-(tert-butyldimethylsilyl)-1,1,1-trifluoroacetamide; N-Methyl-N-(tert-butyldimethylsilyl)trifluoroacetamide; N-(tert-Butyldimethylsilyl)-N-methyltrifluoroacetamide; MTBSTFA; N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide; N-(t-Butyldimethylsilyl)-N-methyltrifluoro-acetamide; N-[(tert-Butyl)dimethylsilyl]-N-methyl-2,2,2-trifluoroacetamide, [Methyl(trifluoroacetyl)amino]dimethylsilane; N-[(tert-Butyl)dimethylsilyl]-N-methyltrifluoroacetamide 97%; TBSTFA; N-(tert-Butyldimethylsilyl)-N-methyltrifluoroacetamide; MTBSTFA + 1% TBDMSCl; MTBSTFA+TBDMSCl, 99:1; N-Methyl-N-tert-butyldimethylsilyltrifluoroacetamide; Silylating mixture Fluka VI; N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide with 1% tert-Butyldimethylchlorosilane; N-Methyl-N-(tert-butyldimethylsilyl)trifluoroacetamide 99+%; N-叔丁基二甲基甲硅烷基-N-甲基三氟乙酰胺; N-(叔丁基二甲基硅烷)-N-三氟乙酰胺; N-甲基-N-叔丁基二甲基甲硅烷基三氟乙酰胺; 甲硅烷基化混合物 Fluka VI; N-叔丁基二甲基甲硅烷基-N-甲基三氟乙酰胺，含 1% 叔丁基二甲基氯硅烷

Database IDs

• CAS Number: 77377-52-7
• EC Number: 000-000-0
• MDL Number: MFCD00009671
• Beilstein Number: 3606546
• PubChem SID: 24864624; 160971866; 24863412
• PubChem CID: 2724275

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.7576
• LogD (pH = 7.4): 2.7576
• Log P: 2.7576
• Molar Refractivity: 50.6353 cm^3
• Polarizability: 20.839455 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 168-170°C; 168-170°C; 172-175 °C(lit.)
• Flash Point: 113 °F; 45 °C; 52°C; 52°C(125°F)
• Density: 1.023; 1.036 g/mL at 25 °C(lit.)
• Refractive Index: 1.402; 1.4020; n20/D 1.402(lit.)

Safety Information

• Storage Warning: Flammable; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-36/37/38
• Safety Statements: 26; 7-26-33-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H226-H314-H335; H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-P305 + P351 + P338-P310; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: >97%; ≥95%; ≥97%; ≥97.0% (GC); 97%
• Grade: derivatization grade; purum
• Contains: 1% TBDMSCl
• Linear Formula: CF3CON(CH3)Si(CH3)2C(CH3)3
• Empirical Formula (Hill Notation): C9H18F3NOSi

DETAILS

Apollo Scientific Ltd - PC0406

GC derivatising agent for silylation of hydroxy, carboxy, thio & primary and secondary amines

Sigma Aldrich - B5763

Application
有效的硅烷化试剂，对湿度的敏感性比其他试剂低。

Sigma Aldrich - 375934

Application
Preparation of N-tert-butyldimethylsilyl ethanolamines resulting from hydrolysis of nitrogen mustards.
Selective O-silylation of N,O-diacylhydroxylamines.1
Packaging
10×1 mL in ampule
5, 25 mL in glass bottle

Sigma Aldrich - 394882

Application
Highly efficient silylating agent.
Silylating agent reportedly much less moisture-sensitive than other silylating reagents used for GLC derivatization.
Packaging
10×1 mL in ampule
5, 25, 100 mL in glass bottle

Sigma Aldrich - 19915

Other Notes
Powerful reagent for the introduction of the tert-butyldimethylsilyl group under neutral conditions 1,2,3,4

Sigma Aldrich - 19918

Other Notes
Reactive silylating mixture for alcohols, amines, carboxylic acids, etc.1,2

Toronto Research Chemicals - B691310

A silylating agent used in the derivatization of various organic compounds (such as amino acids) for gas chromatogography-mass spectrometry (GC-MS) analysis.

REFERENCES

• Pleasance, S. et al.: Biomed. Env. Mass Spec., 19, 420 (1990)
• Paik, M. et al.: BMB Rep., 41, 23 (1990)
• Reactive silylating agent effective in acetonitrile for introduction of the TBDMS group with alcohols, thiols, amines, amides, carboxylic acids, as well as conversion of enolizable carbonyl groups to silyl enol ethers: J. Org. Chem., 47, 3336 (1982). See Appendix 4.