(Z)-(trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)ethenecarboximidate)

• ChemBase ID: 94118
• Molecular Formular: C8H18F3NOSi2
• Molecular Mass: 257.4008296
• Monoisotopic Mass: 257.08790193
• SMILES: [Si](C)(C)(C)/N=C(/C(F)(F)F)\O[Si](C)(C)C
• Canonical SMILES: C[Si](O/C(=N\[Si](C)(C)C)/C(F)(F)F)(C)C
• InChI: InChI=1S/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3
• InChIKey: XCOBLONWWXQEBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (Z)-(trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)ethenecarboximidate); trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)ethanecarboximidate
• IUPAC Traditional name: (Z)-(trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)ethenecarboximidate); trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)ethanecarboximidate; bstfa
• Synonyms: N,O-Bis(trimethylsilyl)trifluoroacetamide; Silylating mixture Fluka V; BSTFA; Trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)ethanimidate; Trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate; N,O-Bis(trimethylsilyl)trifluoroacetamide; Trimethylsilyl N-(trimethylsilyl)trifluoroacetimidate 99+%; BSTFA + TMCS; N,O-Bis(trimethylsilyl)trifluoroacetamide with trimethylchlorosilane; N,O-bis-(TRIMETHYLSILYL) TRIFLUOROACETAMIDE; N,O-双(三甲基硅基)三氟乙酰胺; 硅烷化混合物 Fluka V; N,O-双三甲硅基三氟乙酰胺; N,O-双(三甲基硅)三氟乙酰胺(含三甲基氯硅烷)

Database IDs

• CAS Number: 25561-30-2; 21149-38-2
• EC Number: 247-103-9; 244-242-7
• MDL Number: MFCD00008269
• Beilstein Number: 2050024; 3607620
• PubChem SID: 162080773; 24864621; 24849213; 24849196; 24849227; 24867331; 24849493; 24864611
• PubChem CID: 9601896

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.308185
• LogD (pH = 7.4): 4.3086934
• Log P: 4.3087
• Molar Refractivity: 48.664 cm^3
• Polarizability: 22.159882 Å^3
• Polar Surface Area: 21.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: APHA: ≤50; Liquid
• Melting Point: -10°C; -10°C
• Boiling Point: 145-147°C; 45-50 °C/14 mmHg(lit.); 45-50°C @ 14mm; 45-50°C/14mm; 45-50°C/14mm
• Flash Point: 15.8 °F; 23°C; 23°C(73°F); 24 °C; 24°C; 42.8 °F; 6 °C; 75.2 °F; -9 °C
• Density: 0.961 g/mL at 25 °C; 0.969; 0.969 g/ml; 0.969 g/mL at 25 °C; 0.969 g/mL at 25 °C(lit.); 0.97 g/mL(lit.); 0.971
• Refractive Index: 1.3839; 1.3840; n20/D 1.384; n20/D 1.384(lit.)

Safety Information

• Storage Condition: 0°C, Desiccate
• Storage Warning: Flammable/Corrosive/Moisture Sensitive/Keep Cold/Store under Argon; Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 1993; 2924; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; 3; II; III
• Australian Hazchem: 3Y
• Risk Statements: 10-34; 11-14-35; 11-34; R:10
• Safety Statements: 16-26-36/37/39-45; 20-26-36/37/39-45; S:9-16-29
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 否; 是
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314; H226-H314; H314-H318-H226
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2; UN 2924 3/PG 3
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Purity: ≥97.5% (excluding TMCS, GC); ≥98.0%; ≥98.0% (GC); ≥98.5% (excluding chlorotrimethylsilane, GC); ≥99%; ≥99.0%; ≥99.0% (GC); 98% (excluding TMCS); 98+%; 99% (excluding TMCS); 99+%
• Grade: for GC; for GC derivatization; purum; synthesis grade
• Packaging: packaged under Argon in resealable ChemSeal? bottles
• Impurities: 9.0-11.0% TMCS
• Contains: 1% TMCS; 10% TMCS
• Quality: with 1% trimethylchlorosilane; with 10% trimethylchlorosilane
• Derivatization reagent for: Silylations
• Linear Formula: CF3C[=NSi(CH3)3]OSi(CH3)3

DETAILS

MP Biomedicals - 02150476

Silylating agent for amino acids, carbohydrates, and steroids.
1 ml = 0.97 g

Sigma Aldrich - 394653

Other Notes
The position of the silyl groups has not been unequivocally established. It has been referred to as both N,N and N,O.
Packaging
10×1, 25 mL in ampule

Sigma Aldrich - 394858

Application
Derivatization reagent employed in a GC-MS analysis of the furfural content in foods.1
Packaging
5, 25 mL in ampule

Sigma Aldrich - 441104

Application
Derivatization reagent employed in a GC-MS analysis of the furfural content in foods.1
Other Notes
The position of the silyl groups has not been unequivocally established. It has been referred to as both N,N and N,O.
Packaging
25 mL in ampule

Sigma Aldrich - 15239

Other Notes
The position of the silyl groups has not been unequivocally established. It has been referred to as both N,N and N,O.

Sigma Aldrich - 15209

Other Notes
The position of the silyl groups has not been unequivocally established. It has been referred to as both N,N and N,O.
Packaging
10×1 mL in ampule
5 mL in glass bottle

Sigma Aldrich - 15238

Other Notes
The position of the silyl groups has not been unequivocally established. It has been referred to as both N,N and N,O.
Silylating mixture used for the silylation of various compounds1,2,3
Packaging
5, 25, 100 mL in glass bottle

Sigma Aldrich - 15222

Packaging
0.1 mL in glass bottle
144×0.1 mL in ampule
1, 5, 25 mL in glass bottle
Protocols & Applications
Derivatisation of Non-Steroidal Anti-Inflammatory Drugs with Activated Silylating Reagents

Sigma Aldrich - 15243

Other Notes
Powerful silylating agent1,2

Sigma Aldrich - 155195

Application
Derivatization reagent employed in a GC-MS analysis of furfural content in foods.1
Packaging
5, 25, 100 g in ampule

REFERENCES

• Powerful silylation reagent useful in GC and GC-MS for the derivatization of a wide range of functional groups under mild conditions, similar to N,O-Bis(trimethylsilyl)acetamide, L00183, with the advantage that both the reagent and its by-product, trifluoroacetamide, are more volatile than the corresponding non-fluorinated analogues: Biochem. Biophys. Res. Commun., 31, 616 (1968). See Appendix 4.