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A10153 Diethoxymethylsilane, 96%

Codice CAS
2031-62-1
Sinonimi
Methyldiethoxysilane

Stock No. Dimensioni Prezzo ($) Quantità Disponibilità
A10153-06 5g 27,40
A10153-09 10g 51,60
A10153-18 50g 261,00
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Diethoxymethylsilane, 96%

MDL
MFCD00026749
EINECS
217-982-3

Proprietà chimiche

Formula
C5H14O2Si
Peso formula
134.25
Punto di ebollizione
94-95°
Punto di infiammabilità
10°(50°F)
Densità
0.840
Indice di rifrazione
1.3760
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
Solubilità
Miscible with water, 1,4-dioxane, tetrahydrofuran, acetonitrile, dichloromethane, chloroform, dimethyl sulfoxide, hexamethylphosphoric triamide and toluene. Insoluble in diethyl ether and hexane.

Applicazioni

Diethoxymethylsilane is used in the preparation of N,N'-methylsilanediyl-bis-phthalimide by reacting with phthalimide. It is used as a reagent in the selective reduction of carbonyl compounds, hydorosilylation of alkenes, tandem reductive aldol reaction and rhodium-catalyszed silylcarbocyclization.

Note

Incompatible with oxidizing agents, acids and bases.

Letteratura

Silane reducing agent; see Appendix 4. In the presence of KF or CsF, reduces aldehydes and ketones to alcohols (via the silyl ether): Tetrahedron, 37, 2165 (1981). With CsF, the reaction can be extended to esters: Synthesis, 558 (1981). Both reactions are improved in DMSO or DMF as solvent: Synthesis, 981 (1982).

Hydosilylation of olefinic compounds can be effected, e.g. in the presence of PtO2: Org. Lett., 4, 2117 (2002).

Niljianskul, N.; Zhu, S.; Buchwald, S. L. Enantioselective Synthesis of alfa-Aminosilanes by Copper-Catalyzed Hydroamination of Vinylsilanes. Angew. Chem. 2015, 127 (5), 1658-1661.

Wang, Y. M.; Bruno, N. C.; Placeres, A. L.; Zhu, S.; Buchwald, S. L. Enantioselective Synthesis of Carbo-and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach. J. Am. Chem. Soc. 2015, 137 (33), 10524-10527.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H315-H319-H335

Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. 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
1733975
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2931.90
TSCA
Yes

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