Merck
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386529

Sigma-Aldrich

Chlorotrimethylsilane

purified by redistillation, ≥99%

Sinónimos:
Trimethylsilyl chloride, TMSCl, TMCS, Trimethylchlorosilane
Fórmula lineal:
(CH3)3SiCl
Número de CAS:
Peso molecular:
108.64
Beilstein:
1209232
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

200

densidad de vapor

3.7 (vs air)

presión de vapor

100 mmHg ( 25 °C)

ensayo

≥99%

formulario

liquid

temp. de autoignición

752 °F

purificado por

glass distillation
redistillation

lim. expl.

6.4 %

impurezas

<0.1% dichlorodimethylsilane

índice de refracción

n20/D 1.387 (lit.)

bp

57 °C (lit.)

mp

−40 °C (lit.)

densidad

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

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Descripción general

Chlorotrimethylsilane is a chloroorganosilane compound mainly used for silylation reactions.

Aplicación

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.

Envase

1, 2 L in Sure/Seal™
25, 100, 4×100 mL in Sure/Seal™

Palabra de señalización

Danger

Clasificaciones de peligro

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

Riesgos supl.

Código de clase de almacenamiento

3 - Flammable liquids

WGK

WGK 1

Punto de inflamabilidad F

-18.4 °F - closed cup

Punto de inflamabilidad C

-28 °C - closed cup

Equipo de protección personal

Faceshields, Gloves, Goggles

Certificado de Análisis

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Certificado de origen

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Chlorotrimethylsilane as a mild and effective source of acid catalyst in reductive benzylation
Izumi M and Fukase K
Chemistry Letters (Jpn), 34(4), 594-595 (2005)
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Under the current situation of frequent oil spills, the development of green and recyclable high-efficiency oil-absorbing aerogel materials has attracted wide attention from researchers. In this study, we report a high-strength, three-dimensional hydrophobic cellulose nanofiber (CNF)/polyvinyl alcohol (PVA)/graphene oxide (GO)
Potassium dodecatangestocobaltate trihydrate (K5CoW12O40{\textperiodcentered} 3H2O): a mild and efficient catalyst for deprotection of dioxolanes and trimethylsilyl ethers
Habibi MH, et al.
Tetrahedron Letters, 42(38), 6771-6774 (2001)
TMSCl as a mild and effective source of acidic catalysis in Fischer glycosidation and use of propargyl glycoside for anomeric protection
Izumi M, et al.
Bioscience, Biotechnology, and Biochemistry, 66(1), 211-214 (2002)

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