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175552

Sigma-Aldrich

Trichlorosilane

99%

Sinónimos:

Hydrotrichlorosilane, Silicochloroform, Silicon chloride hydride, Trichloromonosilane

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About This Item

Fórmula lineal:
SiHCl3
Número de CAS:
10025-78-2
Peso molecular:
135.45
EC Number:
233-042-5
MDL number:
MFCD00011518
UNSPSC Code:
12352101
PubChem Substance ID:
24850509
NACRES:
NA.22

vapor density

1 (vs air)

Quality Level

200

vapor pressure

9.75 psi ( 20 °C)

assay

99%

form

liquid

expl. lim.

70 %

bp

32-34 °C (lit.)

density

1.342 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Cl[SiH](Cl)Cl

InChI

1S/Cl3HSi/c1-4(2)3/h4H

InChI key

ZDHXKXAHOVTTAH-UHFFFAOYSA-N

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General description

Trichlorosilane is used as a reducing agent in certain chemical reactions or as a starting material for the synthesis of various organosilicon compounds. Trichlorosilane is generally used for the asymmetric hydrosilylation of olefins in the presence of palladium catalysts coordinated with chiral monodentate phosphorus ligands to generate chiral organosilanes.

Application

Trichlorosilane has been used to synthesize 11-dicyclohexylphosphino-12-phenyl-9,10-dihydro-9,10-ethenoanthracene (H-KITPHOS) via reduction of 11-dicyclohexylphosphinoyl-12-phenyl-9,10-dihydro-9,10-ethenoanthracene.
Other possible applications:
  • Asymmetric reduction of N-aryl ketimines in the presence of a novel

L-valine-derived catalyst to form secondary amines.
  • Hydrosilylation of imidazolinones to form chiral imidazolidinones in the presence of a 2,2′-bispyrrolidine based Lewis base organocatalyst.
  • Trichlorosilane activated with chiral N-formylproline

derivatives is an effective reagent for the reduction of imines to form
enantiomerically enriched amines.
  • Trichlorosilane reacts with dimethylformamide to form hypervalent hydridosilicates, which can reduce aldehydes to alcohols, imines to amines, and also for the reductive amination of aldehydes.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 1 - Skin Corr. 1A - Water-react 1

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 1

flash_point_f

<-2.2 °F - Equilibrium method

flash_point_c

< -19 °C - Equilibrium method

ppe

Faceshields, Gloves, Goggles

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Yaosi Fang et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 7(13), 2000310-2000310 (2020-07-17)
As an analogue to the vapor-liquid-solid process, the solution-liquid-solid (SLS) method offers a mild solution-phase route to colloidal 1D nanostructures with controlled sizes, compositions, and properties. However, direct growth of 1D nanostructure arrays through SLS processes remains in its infancy.
Christophe Blaszykowski et al.
Langmuir : the ACS journal of surfaces and colloids, 28(5), 2318-2322 (2012-01-25)
We report herein three unprecedented alkyltrichlorosilane surface modifiers bearing pentafluorophenyl ester (PFP), benzothiosulfonate (BTS), or novel β-propiolactone (BPL) functionalizable terminal groups. Evidence is provided that these molecules can be prepared in very high purity (as assessed by NMR) through a
Wei Ouyang et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(33), 16240-16249 (2019-07-31)
Rapid and reliable detection of ultralow-abundance nucleic acids and proteins in complex biological media may greatly advance clinical diagnostics and biotechnology development. Currently, nucleic acid tests rely on enzymatic processes for target amplification (e.g., PCR), which have many inherent issues
New organic activators for the enantioselective reduction of aromatic imines with trichlorosilane
Onomura O
Tetrahedron Letters, 47(22), 3751-3754 (2006)
First chemo-and stereoselective reduction of imines using trichlorosilane activated with N-formylpyrrolidine derivatives
Iwasaki F
Tetrahedron Letters, 42(13), 2525-2527 (2001)
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