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Merck

95541

Chlorotrimethylsilane

Wacker Chemie AG, ≥99.0% (GC)

Synonym(s):

Silane M3, TMCS, Trimethylchlorosilane, Trimethylsilyl chloride

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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:
57653685
EC Number:
200-900-5
Beilstein/REAXYS Number:
1209232
MDL number:
MFCD00000502
Assay:
≥99.0% (GC)
Form:
liquid

Key Documents

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InChI key

IJOOHPMOJXWVHK-UHFFFAOYSA-N

InChI

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

SMILES string

C[Si](C)(C)Cl

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 %

manufacturer/tradename

Wacker Chemie AG

refractive index

n20/D 1.387 (lit.)

bp

57 °C (lit.)

mp

−40 °C (lit.)

density

0.856 g/mL at 25 °C (lit.)

Quality Level

200

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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.

General description

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

Other Notes

Silane M3
prices for bulk quantities on request

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

EUH014

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

-18.4 °F - closed cup

flash_point_c

-28 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

95541-1KG-F: + 95541-170KG-F: + 95541-BULK-F: + 95541-25KG-F: + 95541-500G-F: + 95541-VAR-F: + 95541-5KG-F:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8488
BCBR4154V
BCBS2276V
BCBR9575V
BCBR6560V

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Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 4, 1060-1060 (2014)
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)
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)
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)
Ainara Sistiaga et al.
PloS one, 9(6), e101045-e101045 (2014-06-26)
Neanderthal dietary reconstructions have, to date, been based on indirect evidence and may underestimate the significance of plants as a food source. While zooarchaeological and stable isotope data have conveyed an image of Neanderthals as largely carnivorous, studies on dental
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