(E)-(trimethylsilyl N-(trimethylsilyl)ethenecarboximidate)

• ChemBase ID: 69361
• Molecular Formular: C8H21NOSi2
• Molecular Mass: 203.42944
• Monoisotopic Mass: 203.11616736
• SMILES: C(=N\[Si](C)(C)C)(\C)/O[Si](C)(C)C
• Canonical SMILES: C/C(=N\[Si](C)(C)C)/O[Si](C)(C)C
• InChI: InChI=1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8+
• InChIKey: SIOVKLKJSOKLIF-CMDGGOBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-(trimethylsilyl N-(trimethylsilyl)ethenecarboximidate); trimethylsilyl N-(trimethylsilyl)ethanecarboximidate
• IUPAC Systematic name: Trimethylsilyl N-(trimethylsilyl)ethanecarboximidate
• IUPAC Traditional name: (E)-(trimethylsilyl N-(trimethylsilyl)ethenecarboximidate); bis(trimethylsilyl)acetamide
• Synonyms: N,O-Bis(trimethylsilyl)acetamide; N,O-bis-(TRIMETHYLSILYL) ACETAMIDE; N,O-Bis(trimethylsilyl)acetamide; BSA; N,O-Bis(trimethylsilyl)acetamide 99+%; N,O-Bis(trimethylsilyl)acetamide; Bis(trimethylsilyl)acetamide; N,O-双(三甲基甲硅烷基)乙酰胺

Database IDs

• CAS Number: 10416-59-8
• EC Number: 233-892-7
• MDL Number: MFCD00008270
• Beilstein Number: 1306669
• PubChem SID: 24862753; 162035087; 24849249; 24864620; 24847878
• PubChem CID: 25248; 6913588
• Chemspider ID: 23581
• MeSH Name: N,O-bis(trimethylsilyl)acetamide
• Wikipedia Title: Bis(trimethylsilyl)acetamide

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.7573494
• LogD (pH = 7.4): 3.0714154
• Log P: 3.1974
• Molar Refractivity: 47.6538 cm^3
• Polarizability: 22.749172 Å^3
• Polar Surface Area: 21.59 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Melting Point: 24°C; -24°C
• Boiling Point: 71 - 73°C (at 35mmHg); 71°C; 71-73 °C/35 mmHg(lit.); 71-73°C/35mm
• Flash Point: -11.6°C; 111.2 °F; 42°C; 44 °C
• Density: 0.83 g/ml; 0.832; 0.832 g cm^-3; 0.832 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.417; n20/D 1.417(lit.); n20/D 1.418
• Vapor Pressure: 12 mm Hg (45°C)

Safety Information

• Storage Condition: 0°C, Desiccate, Store Under Nitrogen
• Storage Warning: Corrosive/Flammable/Harmful/Moisture Sensitive/Air Sensitive/Store under Argon/Keep Cold; IRRITANT
• RTECS: AK3000000
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2920; 2924
• German water hazard class: 3
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 3WE
• Risk Statements: 10-14-22-34; R:11-34; R10 R14 R22 R34
• Safety Statements: 26-36/37/39-45; S:16-26-27/28-36/37/39-46-64; S26 S36/37/39 S45
• EU Classification: FC
• EU Hazard Identification Number: 8A
• Emergency Response Guidebook(ERG) Number: 132
• TSCA Listed: false
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H302-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2920 8/PG 2
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; ≥95.0% (GC); ≥98.5% (GC); 95+%
• Concentration: 5% in TMCS
• Grade: for GC derivatization; purum; synthesis grade
• Linear Formula: CH3C[=NSi(CH3)3]OSi(CH3)3

DETAILS

MP Biomedicals - 02104866

Silylating reagent
1 ml = 0.83 g

Sigma Aldrich - 367451

Packaging
10×1 mL in ampule
5, 25 mL in glass bottle

Sigma Aldrich - 128910

Application
Derivatization reagent for GC-MS analysis of phenolic acids in fruits.1
Reagent for the regioselective desulfation of polysaccharide sulfates. Also used to prepare trimethylsilyl ethers of carbohydrates and alcohols.
Packaging
1 L in glass bottle
10, 25, 100 mL in glass bottle

Sigma Aldrich - 394831

Packaging
10×1 mL in ampule
5, 25 mL in glass bottle

Sigma Aldrich - 15269

Other Notes
Powerful silylating agent1,2