175552

Sigma-Aldrich

Trichlorosilane

99%

Linear Formula:
SiHCl3
CAS Number:
Molecular Weight:
135.45
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

vapor density

1 (vs air)

Quality Level

vapor pressure

9.75 psi ( 20 °C)

assay

99%

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 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.

Packaging

5, 100, 250, 500 g in Sure/Seal™

Signal Word

Danger

Target Organs

Respiratory system

Supp Hazards

EUH014 - EUH029

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN1295 - class 4.3 - PG 1 - Trichlorosilane

WGK Germany

WGK 1

Flash Point(F)

-18.4 °F

Flash Point(C)

-28 °C

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...
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....
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)
Role of noncovalent interactions in the enantioselective reduction of aromatic ketimines with trichlorosilane
Malkov AV
Organic Letters, 6(13), 2253-2256 (2004)
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...

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