Skip to Content
Merck
All Photos(1)

Documents

95541

Sigma-Aldrich

Chlorotrimethylsilane

produced by Wacker Chemie AG, Burghausen, Germany, ≥99.0% (GC)

Synonym(s):

Silane M3, TMCS, Trimethylchlorosilane, Trimethylsilyl chloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)3SiCl
CAS Number:
75-77-4
Molecular Weight:
108.64
Beilstein:
1209232
EC Number:
200-900-5
MDL number:
MFCD00000502
UNSPSC Code:
12352302
PubChem Substance ID:
57653685
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

200

vapor density

3.7 (vs air)

vapor pressure

100 mmHg ( 25 °C)

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

Looking for similar products? Visit Product Comparison Guide

General description

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

Application

Possible usages of chlorotrimethylsilane:
  • Chloromethylation of polysulfones (PSUs).
  • Activation of 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 is a non-toxic alternative to mercuric chloride in activating in samarium-promoted cyclopropanation of both allylic and α-allenic alcohols.

It is also used in Fisher glycosylation.

Other Notes

Silane M3
prices for bulk quantities on request

Signal Word

Danger

Hazard Classifications

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

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-18.4 °F - closed cup

Flash Point(C)

-28 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Modification of polysulfones by click chemistry: amphiphilic graft copolymers and their protein adsorption and cell adhesion properties.
Yilmaz G, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 49(1), 110-117 (2011)
A practical method for activation of commercial lithium hydride: reductive silylation of carbonyl compounds with lithium hydride and chlorotrimethylsilane.
Ohkuma T, et al.
The Journal of Organic Chemistry, 59(1), 217-221 (1994)
Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 4, 1060-1060 (2014)
Chlorotrimethylsilane as an Activating Reagent in the Samarium-Promoted Cyclopropanation of Allylic and ?-Allenic Alcohols.
Lautens M
The Journal of Organic Chemistry, 61(6), 2210-2214 (1996)
Chlorotrimethylsilane/lithium bromide and hexamethyldisilane/pyridinium bromide perbromide: effective and selective reagents for the conversion of alkyl (cycloalkyl and aralkyl) alcohols into bromides.
Olah GA, et al.
The Journal of Organic Chemistry, 45(9), 1638-1639 (1980)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service