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92360

Clorotrimetilsilano

Name: Clorotrimetilsilano
Brand: SIAL

puriss., ≥99.0% (GC)

Sinónimos:

Cloruro de trimetilsililo, TMCS, Trimetilclorosilano

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Fórmula lineal:

(CH₃)₃SiCl

Número CAS:

75-77-4

Peso molecular:

108.64

NACRES:

NA.22

PubChem Substance ID:

329770119

UNSPSC Code:

12352101

EC Number:

200-900-5

MDL number:

MFCD00000502

Beilstein/REAXYS Number:

1209232

Assay:

≥99.0% (GC)

Form:

liquid

Servicio técnico

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Propiedades

vapor density

3.7 (vs air)

Quality Level

200

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

[H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C, C[Si](C)(C)Cl

InChI

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

InChI key

IJOOHPMOJXWVHK-UHFFFAOYSA-N

Descripción

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.