N,N-Diethyl-1,1,1-trimethylsilylamine
Synonym(s):(Diethylamino)trimethylsilane;N-(Trimethylsilyl)diethylamine;TMSDEA
- CAS NO.:996-50-9
- Empirical Formula: C7H19NSi
- Molecular Weight: 145.32
- MDL number: MFCD00009040
- EINECS: 213-637-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-04-25 17:59:01
What is N,N-Diethyl-1,1,1-trimethylsilylamine?
Chemical properties
Colorless liquid
The Uses of N,N-Diethyl-1,1,1-trimethylsilylamine
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.
The Uses of N,N-Diethyl-1,1,1-trimethylsilylamine
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.]
Properties of N,N-Diethyl-1,1,1-trimethylsilylamine
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 | n |
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) |
Safety information for N,N-Diethyl-1,1,1-trimethylsilylamine
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H225:Flammable liquids H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for N,N-Diethyl-1,1,1-trimethylsilylamine
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