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N,N-Dimethyltrimethylsilylamine

97%

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Synonym(s):
(Dimethylamino)trimethylsilane, N-(Trimethylsilyl)dimethylamine, TMSDMA
Linear Formula:
(CH3)3SiN(CH3)2
CAS Number:
Molecular Weight:
117.26
Beilstein/REAXYS Number:
1731861
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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.

pictograms

FlameCorrosion

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


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Articles

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

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