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Merck
CN

175552

Trichlorosilane

99%

Synonym(s):

Hydrotrichlorosilane, Silicochloroform, Silicon chloride hydride, Trichloromonosilane

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About This Item

Linear Formula:
SiHCl3
CAS Number:
Molecular Weight:
135.45
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
EC Number:
233-042-5
MDL number:
Assay:
99%
Form:
liquid
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InChI key

ZDHXKXAHOVTTAH-UHFFFAOYSA-N

InChI

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

SMILES string

Cl[SiH](Cl)Cl

vapor density

1 (vs air)

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

Quality Level

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

Storage Class

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

wgk

WGK 1

flash_point_f

<-2.2 °F - Equilibrium method

flash_point_c

< -19 °C - Equilibrium method

ppe

Faceshields, Gloves, Goggles

Hazard Classifications

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

Regulatory Information

监管及禁止进口产品
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Trichlorosilane-dimethylformamide (Cl3SiH-DMF) as an efficient reducing agent. Reduction of aldehydes and imines and reductive amination of aldehydes under mild conditions using hypervalent hydridosilicates
Kobayashi S
Chemistry Letters (Jpn), 25(5), 407-408 (1996)
Amira Namsi et al.
Molecules (Basel, Switzerland), 24(18) (2019-09-14)
Neurodegenerative diseases are characterized by oxidative stress, mitochondrial damage, and death of neuronal cells. To counteract such damage and to favor neurogenesis, neurotrophic factors could be used as therapeutic agents. Octadecaneuropeptide (ODN), produced by astrocytes, is a potent neuroprotective agent.
An J J Ver Heyen et al.
Small (Weinheim an der Bergstrasse, Germany), 4(8), 1160-1167 (2008-07-25)
A second-generation polyphenylene dendrimer 1 is shown to self-assemble into nanofibers. To guide the formation of the dendrimer fibers into well-defined patterns, 1H,1H,2H,2H-perfluorodecyltrichlorosilane is grafted in the gas phase onto a silicon substrate. De-wetting of the solution on the nanopatterned
Hangbo Zhao et al.
Langmuir : the ACS journal of surfaces and colloids, 32(48), 12686-12692 (2016-12-10)
Understanding of the liquid imbibition dynamics in nanoporous materials is important to advances in chemical separations, phase change heat transfer, electrochemical energy storage, and diagnostic assays. We study the liquid imbibition behavior in films of ceramic-coated vertically aligned carbon nanotubes
Role of noncovalent interactions in the enantioselective reduction of aromatic ketimines with trichlorosilane
Malkov AV
Organic Letters, 6(13), 2253-2256 (2004)

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