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N,N-Diethyl-1,1,1-trimethylsilylamine

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N,N-Diethyl-1,1,1-trimethylsilylamine Basic information

Product Name:
N,N-Diethyl-1,1,1-trimethylsilylamine
Synonyms:
  • Silanamine, N,N-diethyl-1,1,1-trimethyl-
  • Silanamine,N,N-diethyl-1,1,1-trimethyl-
  • Trimethylsilyl-diethylamin
  • (Diethylamino)trimethylsilane, N-(Trimethylsilyl)diethylamine, TMSDEA
  • N,N-DiethylaminotrimethylsilaneTMSDEAN,N-Diethyltrimethylsilylamine
  • Trimethylsilyldiethylamine (TMSDEA)
  • Diethyl(trimethylsilyl)amine
  • N,N-DIETHYLTRIMETHYLSILYLAMINE, DERIVATI ZATION GRADE
CAS:
996-50-9
MF:
C7H19NSi
MW:
145.32
EINECS:
213-637-6
Product Categories:
  • Halogenated Heterocycles
  • Building Blocks
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Protected Amines
  • Aminosilanes
  • Analytical Chemistry
  • GC Derivatizing Reagents
  • Si (Classes of Silicon Compounds)
  • Silicon Compounds (for Synthesis)
  • Silylation (GC Derivatizing Reagents)
  • Si-N Compounds
  • Synthetic Organic Chemistry
  • Trimethylsilylation (GC Derivatizing Reagents)
Mol File:
996-50-9.mol
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N,N-Diethyl-1,1,1-trimethylsilylamine Chemical Properties

Melting point:
-10°C
Boiling point:
125-126 °C(lit.)
Density 
0.767 g/mL at 25 °C(lit.)
vapor density 
>1 (vs air)
refractive index 
n20/D 1.411(lit.)
Flash point:
50 °F
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly)
pka
11.27±0.70(Predicted)
form 
clear liquid
Specific Gravity
0.763
color 
Colorless to Light yellow
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
635718
CAS DataBase Reference
996-50-9(CAS DataBase Reference)
NIST Chemistry Reference
N,N-Diethyl-1,1,1-trimethylsilylamine(996-50-9)
EPA Substance Registry System
Silanamine, N,N-diethyl-1,1,1-trimethyl- (996-50-9)
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Safety Information

Hazard Codes 
F,C
Risk Statements 
11-34
Safety Statements 
26-36/37/39-45-24/25-16
RIDADR 
UN 2733 3/PG 2
WGK Germany 
3
10-21
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29310095

MSDS

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N,N-Diethyl-1,1,1-trimethylsilylamine Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

Trimethylsilyldiethylamine is a reagent used as an electrophilic trimethylsilyl source for cleavage of cyclic ethers, esters, oxazolidines, and cyclic acetals; also as a nucleophilic source of the diethylamino group, participating in the following synthesis reactions: Trimethylsilyl Group Transfer, Diethylamino Group Transfer, Trimethylsilyldiethylamine as Halosilane Equivalent, Silylation of Alcohols, Mild Generation of Phosphonochloridates, Silylation of Amines, Diethylamino Group Transfer, Conjugate Addition, Aminoalkylation of Aldehydes, Enamine and Silyl Enol Ether Preparation, Mediation of 1,4-Conjugate Additions, etc.

Uses

It is used to derivative polar organic compounds. N,N-Diethyl(trimethylsilyl)amine is a chemical reagent with wide application in organic chemistry and used in stereo specific addition reactions as well as in SN2 nucleophilic substitutions.

Definition

ChEBI: An N-silyl compound that is diethylamine in which the amino hydrogen is replaced by a trimethylsilyl group. N-(trimethylsilyl)diethylamine is a derivatisation agent used in gas chromatography/mass spectrometry applicat ons.

General Description

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

Purification Methods

Fractionate it through a 2ft vacuum-jacketed column containing Helipak packing with a reflux ratio of 10:1. [Sauer & Hasek J Am Chem Soc 68 241 1946, Langer et al. J Org Chem 23 50 1958, Rühlmann J Prakt Chem 9 315 1959, Beilstein 4 IV 4010.]

N,N-Diethyl-1,1,1-trimethylsilylamine Preparation Products And Raw materials

Preparation Products

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