Chlorotrimethylsilane solution

Name: Chlorotrimethylsilane solution
Brand: ALDRICH

1.0 M in THF

Synonym(s):

Trimethylchlorosilane

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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:

24863995

MDL number:

MFCD00000502

Beilstein/REAXYS Number:

1209232

Form:

liquid

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Properties

form

liquid

Quality Segment

100

concentration

1.0 M in THF

density

0.88 g/mL at 25 °C

SMILES string

C[Si](C)(C)Cl

InChI

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

InChI key

IJOOHPMOJXWVHK-UHFFFAOYSA-N

Description

General description

Chlorotrimethylsilane (TMSCl) is a silylating agent employed in the silylation of alcohols, amines, carboxylic acids, thiols, and other functional groups. Silyl group serves as a protecting group for these original functional groups.

Application

Chlorotrimethylsilane (TMSCl) can be used as a reagent:

To synthesize allenylsilane via carbolithiation of conjugated enynes with aryllithium.
In the reductive coupling of aldehydes and ketones to produce corresponding 1,2 diols in the presence of zirconocene dichloride and magnesium.
To prepare 4,4′-bis(trimethylsilyl)bicyclohexyl-2,2′-diene from 1,3-cyclohexadiene by reductive disilylation reaction.