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386529

Chlorotrimethylsilane

purified by redistillation, ≥99%

Synonym(s):

TMSCl, TMCS, Trimethylchlorosilane, Trimethylsilyl chloride

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About This Item

Linear Formula:
(CH3)3SiCl
CAS Number:
75-77-4
Molecular Weight:
108.64
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
24864097
EC Number:
200-900-5
Beilstein/REAXYS Number:
1209232
MDL number:
MFCD00000502
Assay:
≥99%
Form:
liquid
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vapor density

3.7 (vs air)

Quality Segment

200

vapor pressure

100 mmHg ( 25 °C)

assay

≥99%

form

liquid

autoignition temp.

752 °F

purified by

glass distillation, redistillation

expl. lim.

6.4 %

impurities

<0.1% dichlorodimethylsilane

refractive index

n20/D 1.387 (lit.)

bp

57 °C (lit.)

mp

−40 °C (lit.)

density

0.856 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)Cl

InChI

1S/C3H9ClSi/c1-5(2,3)4/h1-3H3

InChI key

IJOOHPMOJXWVHK-UHFFFAOYSA-N

General description

Chlorotrimethylsilane is a chloroorganosilane compound mainly used for silylation reactions.

Application

Chlorotrimethylsilane (TMSCl) can be used as:       
  • A reagent to protect alcohol and amine groups via the formation of trimethylsilyl ethers and trimethylsilyl amines.      
  • A catalyst for the preparation of 1,3-diphenyl-2-propenone derivatives (chalcones) as antimicrobial agents.        
  • A trapping agent for the anions generated during acyloin condensation reaction.       
  • A better alternative catalyst to the toxic mercuric chloride for the activation of samarium (Sm) during the cyclopropanation of both allylic and α-allenic alcohols.
  •  A catalyst in the transesterification of triglycerides with alcohols to form fatty acid alkyl esters.        
  • A reagent along with lithium bromide for the conversion of alcohols to the corresponding bromides.       
  • A reagent in Fischer glycosidation.       
  • A source of acid catalyst in the reductive benzylation reaction using benzaldehyde and Et3SiH.
  • A reagent to synthesize sodium trimethylsilanethiolate (Me3SiSNa) by reacting with sodium sulfide, which is an odorless alternative method of synthesizing Me3SiSNa from foul-smelling bis(trimethylsilyl)sulfide and sodium methoxide.

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

-18.4 °F - closed cup

flash_point_c

-28 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

386529-1L:4.54817338544E12 + 386529-100ML:4.548173386843E12 + 386529-25ML:4.54817338685E12

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