Skip to Content
MilliporeSigma
All Photos(1)

Documents

226289

Sigma-Aldrich

N,N-Dimethyltrimethylsilylamine

97%

Synonym(s):

(Dimethylamino)trimethylsilane, N-(Trimethylsilyl)dimethylamine, TMSDMA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)3SiN(CH3)2
CAS Number:
2083-91-2
Molecular Weight:
117.26
Beilstein/REAXYS Number:
1731861
EC Number:
218-222-3
MDL number:
MFCD00008297
UNSPSC Code:
12352100
PubChem Substance ID:
24853554
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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.

accessory

Product No.
Description
Pricing

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 3

flash_point_f

10.4 °F - closed cup

flash_point_c

-12 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A new and general procedure for the preparation of deoxynucleoside phosphoramidites.
Fourrey JL and Varenne J.
Tetrahedron Letters, 24(19), 1963-1966 (1983)
Tetrahedron, 49, 2299-2299 (1993)
Synthesis and evaluation of novel daunomycin-phosphate-sulfate-β-glucuronide and-β-glucoside prodrugs for application in ADEPT
Leenders, Ruben GG, et al.
Bioorganic & medicinal chemistry letters, 5(24), 2975-2980 (1995)
Some studies on nucleophilic trifluoromethylation using the shelf-stable trifluoromethylacetophenone-N, N-dimethyltrimethylsilylamine adduct
Motherwell WB and Storey LJ
Journal of Fluorine Chemistry, 126(4), 489-496 (2005)
A new and general procedure for the preparation of deoxynucleoside phosphoramidites
Fourrey J-L and Varenne J
Tetrahedron Letters, 24(19), 1963-1966 (1983)
View All Related Papers

Articles

Silylation of Non-Steroidal Anti-Inflammatory Drugs

Results of a study involving the ability few Fluka silylating reagents to form GC-MS-compatible trimethylsilylmethyl derivatives of NSAIDs

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service