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Sigma-Aldrich

Chlorotris(trimethylsilyl)silane

97%

Synonym(s):

1,1,1,3,3,3-Hexamethyl-2-(trimethylsilyl)-2-chlorotrisilane, 2-Chloro-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane, Tris(trimethylsilyl)chlorosilane, Tris(trimethylsilyl)silyl chloride

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About This Item

Linear Formula:
[(CH3)3Si]3SiCl
CAS Number:
Molecular Weight:
283.11
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

50-52 °C (lit.)

SMILES string

C[Si](C)(C)[Si](Cl)([Si](C)(C)C)[Si](C)(C)C

InChI

1S/C9H27ClSi4/c1-11(2,3)14(10,12(4,5)6)13(7,8)9/h1-9H3

InChI key

HCOROOJWVHFMRJ-UHFFFAOYSA-N

General description

Chlorotris(trimethylsilyl)silane is an organosilicon reagent, which is generally employed in the protection of alcohols. It is also used to prepare organometallic reagents, silyl enol ethers, and novel polymers/materials.

Application

Super Silyl Protecting Groups

Used for:
  • Insertion into a P-P bond
  • Diastereoselective aldol and cascade reactions
  • Preparation of hypersilyl substituted monophosphines and diphosphines

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3 - Water-react 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Chlorotris(trimethylsilyl)silane
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2011)

Articles

The super silyl group is a powerful tool for the synthetic chemist, showing great efficacy in various carbon–carbon bond forming reactions.

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