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175552

Sigma-Aldrich

Trichlorosilane

99%

Synonym(s):

Hydrotrichlorosilane, Silicochloroform, Silicon chloride hydride, Trichloromonosilane

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About This Item

Linear Formula:
SiHCl3
CAS Number:
10025-78-2
Molecular Weight:
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.

Signal Word

Danger

Hazard Statements

H224,H260,H302,H314,H331

Hazard Classifications

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

Supplementary Hazards

EUH014,EUH029,EUH071

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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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
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