dimethyl(trimethylsilyl)amine

• ChemBase ID: 151927
• Molecular Formular: C5H15NSi
• Molecular Mass: 117.2648
• Monoisotopic Mass: 117.09737602
• SMILES: CN(C)[Si](C)(C)C
• Canonical SMILES: CN([Si](C)(C)C)C
• InChI: InChI=1S/C5H15NSi/c1-6(2)7(3,4)5/h1-5H3
• InChIKey: KAHVZNKZQFSBFW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl(trimethylsilyl)amine
• IUPAC Traditional name: dimethylamino-trimethyl silane
• Synonyms: Dimethylaminotrimethylsilane; N,N-Dimethyltrimethylsilylamine; N-(Trimethylsilyl)dimethylamine; TMSDMA; (Dimethylamino)trimethylsilane; N-(Trimethylsilyl)dimethylamine; N,N-Dimethyltrimethylsilylamine; N-(三甲基硅基)二甲胺; N-(三甲基硅基)二甲胺; 二甲基氨基三甲基硅烷; N,N-二甲基三甲基硅胺

Database IDs

• CAS Number: 2083-91-2
• EC Number: 218-222-3
• MDL Number: MFCD00008297
• Beilstein Number: 1731861
• PubChem SID: 24866130; 162246073; 24853554; 24866128
• PubChem CID: 74965

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.1059682
• LogD (pH = 7.4): -2.014141
• Log P: 1.1665
• Molar Refractivity: 31.2337 cm^3
• Polarizability: 14.407327 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 84 °C(lit.); 86-87°C
• Flash Point: 10.4 °F; -12 °C; -19°C(-3°F)
• Density: 0.732; 0.732 g/mL at 25 °C(lit.)
• Refractive Index: 1.3970; n20/D 1.397(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2733; UN2733
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-34
• Safety Statements: 16-26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314; H225-H314-H318
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-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 2733 3/PG 2

Product Information

• Purity: ≥95.0% (GC); 96%; 97%
• Grade: purum; Selectophore™
• Linear Formula: (CH3)3SiN(CH3)2

DETAILS

Sigma Aldrich - 226289

Packaging
10, 50 g in ampule
Application
Reagent employed in the preparation of iminium salts1 and amides,2 as well as for the silylation of polymers.3

Sigma Aldrich - 41720

Other Notes
Powerful silylating agent1,2; For the silylation of silica3

Sigma Aldrich - 41716

General description
Visit our Sensor Applications portal to learn more.
Legal Information
Selectophore is a trademark of Sigma-Aldrich GmbH

REFERENCES

• Reagent for siliylation of a wide range of functional groups, without the need for added base, useful for amino acids: J. Chromat. Sci., 7, 704 (1969). In the presence of the hindered ligand 2-(Di-tert-butylphosphino)biphenyl, L19758, Pd-catalyzed cross-coupling reactions with aryl halides to give substituted N,N-dimethylanilines have been effected: Chem. Commun., 1976 (2004).