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Merck
CN

32575

N,N-Diethyltrimethylsilylamine

purum, ≥95.0% (GC)

Synonym(s):

(Diethylamino)trimethylsilane, N-(Trimethylsilyl)diethylamine, TMSDEA

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About This Item

Linear Formula:
(C2H5)2NSi(CH3)3
CAS Number:
996-50-9
Molecular Weight:
145.32
EC Number:
213-637-6
UNSPSC Code:
12352100
PubChem Substance ID:
24859530
Beilstein/REAXYS Number:
635718
MDL number:
MFCD00009040

Key Documents

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vapor density

>1 (vs air)

grade

purum

assay

≥95.0% (GC)

refractive index

n20/D 1.411 (lit.), n20/D 1.412

bp

125-126 °C (lit.)

density

0.767 g/mL at 25 °C (lit.)

SMILES string

CCN(CC)[Si](C)(C)C

InChI

1S/C7H19NSi/c1-6-8(7-2)9(3,4)5/h6-7H2,1-5H3

InChI key

JOOMLFKONHCLCJ-UHFFFAOYSA-N

General description

N,N-Diethyltrimethylsilylamine is a silylating agent commonly used to derivatize polar organic compounds.

Application

N,N-Diethyltrimethylsilylamine was used in one pot preparation of crystalline fluorinating agents, diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and DAST.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H225,H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

48.2 °F - closed cup

flash_point_c

9 °C - closed cup

ppe

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

Regulatory Information

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J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
D.R. Knapp
Handbook of Analytical Derivatization Reactions (1979)
Said Kinani et al.
Journal of chromatography. A, 1190(1-2), 307-315 (2008-04-09)
This study compares different silylation procedures of zearalenone and its metabolites: alpha-zearalenol, beta-zearalenol, zearalanone, alpha-zearalanol and beta-zearalanol for gas chromatography-mass spectrometry (GC-MS) analysis. Four silylating agents among the most frequently used to derivatize polar organic compounds were tested: N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA)
Alexandre L'heureux et al.
The Journal of organic chemistry, 75(10), 3401-3411 (2010-04-22)
Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and morpholinodifluorosulfinium tetrafluoroborate (XtalFluor-M) are crystalline fluorinating agents that are more easily handled and significantly more stable than Deoxo-Fluor, DAST, and their analogues. These reagents can be prepared in a safer and more cost-efficient manner by avoiding

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