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996-50-9 - N-(Trimethylsilyl)diethylamine, 98% - (Diethylamino)trimethylsilane - TMSDEA - A18149 - Alfa Aesar

A18149 N-(Trimethylsilyl)diethylamine, 98%

Codice CAS
996-50-9
Sinonimi
(Diethylamino)trimethylsilane
TMSDEA

Dimensioni Prezzo ($) Quantità Disponibilità
25g 44,50
100g 135,00
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N-(Trimethylsilyl)diethylamine, 98%

MDL
MFCD00009040
EINECS
213-637-6

Proprietà chimiche

Formula
(CH3)3SiN(CH2CH3)2
Peso formula
145.32
Punto di fusione
-10°
Punto di ebollizione
125-126°
Punto di infiammabilità
10°(50°F)
Densità
0.760
Indice di rifrazione
1.4110
Sensibilità
Moisture Sensitive
Solubilità
Hydrolyzes in water.

Applicazioni

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.

Note

Moisture Sensitive. Store away from oxidizing agents, water/moisture. Store under inert gas. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Letteratura

Said Kinani.; Stéphane Bouchonnet.; Sophie Bourcier.; Jean-Marc Porcher.; Sélim Aït-Aïssa.Study of the chemical derivatization of zearalenone and its metabolites for gas chromatography-mass spectrometry analysis of environmental samples.J Chromatogr A.2008,1190(1), 307-315.

Yasushi Yamamoto.; Hideaki Shimizu.; Chinami Matui.; & Michiru Chind. Transformation of Oxiranes to β-Trimethylsilyloxyalkyl Iodide by N-(Trimethylsilyl) diethylamine and Methyl Iodide.Main Group Chem.1996,1(4), 409-414.

Moderately powerful silylating agent which functions as its own base (see Appendix 4). In the silylation of alcohols, the reagent is sensitive to steric effects. Thus, the equatorial hydroxyl group of 3-ß-tropanol can be silylated selectively: Acta Chim. Acad. Sci. Hung., 58, 189 (1968); J. Am. Chem. Soc., 96, 5876 (1974).

In the presence of MeI, primary amines such as aniline are converted to their N,N-bis(trimethylsilyl) derivatives: J. Organomet. Chem., 510, 1 (1996), and ketones to silyl enol ethers in high yield: Organometallics, 16, 2204 (1997). The combination with an alkyl iodide or bromide also provides a convenient method for generating the iodo- or bromotrialkylsilane equivalent in ring-opening of cyclic ethers. With 1 mol of reagent the main product is the ω-siloxy alkyl halide; excess reagent affords the terminal dihalide: J. Org. Chem., 64, 8024 (1999).

Promotes direct 1,4-addition of ɑ-unsubstituted aldehydes to electron deficient olefins, specifically with enones to give δ-keto aldehydes: J. Chem. Soc., Perkin 1, 316 (2001). Alternative conditions were found to be ineffective.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H314-H318

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

Dichiarazioni precauzionali: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
635718
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2931.90
TSCA
Yes

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