Saltar al contenido
Merck

92360

Sigma-Aldrich

Clorotrimetilsilano

puriss., ≥99.0% (GC)

Sinónimos:

Cloruro de trimetilsililo, TMCS, Trimetilclorosilano

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula lineal:
(CH3)3SiCl
Número de CAS:
Peso molecular:
108.64
Beilstein/REAXYS Number:
1209232
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.7 (vs air)

Quality Level

vapor pressure

100 mmHg ( 25 °C)

grade

puriss.

assay

≥99.0% (GC)

form

liquid

autoignition temp.

752 °F

expl. lim.

6.4 %

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

¿Está buscando productos similares? Visita Guía de comparación de productos

General description

Chlorotrimethylsilane is a chloro-organosilane compound mainly used for silylation reactions.

Application

  • Chlorotrimethylsilane can be a non-toxic alternative to mercuric chloride as activator in samarium-promoted cyclopropanation of both allylic and α-allenic alcohols.
  • It can be used in combination with hexamethyldisilazane for the protection of alcohols by forming trimethylsilyl ethers via silylation.
  • It is employed in chloromethylation of polysulfones (PSUs).
  • It activates lithium hydride to convert it into a hydride source for the reductive silylation of carbonyl compounds.
  • Chlorotrimethylsilane/lithium bromide forms an effective reagent for the conversion of alcohols to bromides.
  • Chlorotrimethylsilane/sodium iodide in acetonitrile is a better alternative to iodotrimethylsilane for the cleavage of esters, lactones, carbamates, and ethers. It can also be used for the conversion of alcohols to iodides.
  • Chlorotrimethylsilane along with silver or ammonium nitrate forms an efficient regioselective nitrating reagent for the ipso-nitration of arylboronic acids to form the corresponding nitroarenes.
  • Chlorotrimethylsilane along with sodium nitrite or nitrate can be used for deoximation reactions.

Other Notes

Agente sililante

signalword

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-18.4 °F - closed cup

flash_point_c

-28 °C - closed cup

ppe

Faceshields, Gloves, Goggles


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 4, 261-261 (2014)
ipso-Nitration of Arylboronic Acids with Chlorotrimethylsilane- Nitrate Salts
Prakash GKS, et al.
Organic Letters, 6(13), 2205-2207 (2004)
Chlorotrimethylsilane-sodium nitrite or nitrate. Efficient deoximating reagents for aldoximes and ketoximes.
Jong, Gun Lee and Ki, Hoon Kwak and Je, Pil Hwang
Tetrahedron Letters, 31(46), 6677-6680 (1990)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
Use of organosilicon reagents as protective groups in organic synthesis.
Lalonde M & Chan TH.
Synthesis, 1985(09), 817-845 (1985)

Artículos

Results of a study involving the ability few Fluka silylating reagents to form GC-MS-compatible trimethylsilylmethyl derivatives of NSAIDs

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico