226289

N,N-Dimethyltrimethylsilylamine

97%

• Synonym(s): (Dimethylamino)trimethylsilane, N-(Trimethylsilyl)dimethylamine, TMSDMA
• Linear Formula: (CH₃)₃SiN(CH₃)₂
• CAS Number: 2083-91-2
• Molecular Weight: 117.26
• Beilstein: 1731861
• EC Number: 218-222-3
• MDL number: MFCD00008297
• UNSPSC Code: 12352100
• PubChem Substance ID: 24853554
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.397 (lit.)
• bp: 84 °C (lit.)
• density: 0.732 g/mL at 25 °C (lit.)
• SMILES string: CN(C)[Si](C)(C)C
• InChI: 1S/C5H15NSi/c1-6(2)7(3,4)5/h1-5H3
• InChI key: KAHVZNKZQFSBFW-UHFFFAOYSA-N

Description

Application

N,N-Dimethyltrimethylsilylamine can be used as a reactant to prepare:

• Trifluoromethylacetophenone-N,N-dimethyltrimethylsilylamine adduct, which is used as an efficient reagent for nucleophilic trifluoromethylation of carbonyl and the imine group.
• (Dimethylamino)sulfur trifluoride (Me-DAST), which is employed as a deoxofluorinating agent for the conversion of aliphatic alcohols into their corresponding fluorides.
• Nucleoside phosphoramidites by reacting with alkyloxy (or aryloxy)-triazolylphosphine and deoxynucleoside.

It can also be used as a silylating agent in chemical synthesis.

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H225,H260,H314
• Precautionary Statements: P210 - P223 - P231 + P232 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Flash Point(F): 10.4 °F - closed cup
• Flash Point(C): -12 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves