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235962

Sigma-Aldrich

Trichloromethanesulfonyl chloride

97%

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About This Item

Linear Formula:
Cl3CSO2Cl
CAS Number:
Molecular Weight:
217.89
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

chunks

mp

137-140 °C (lit.)

SMILES string

ClC(Cl)(Cl)S(Cl)(=O)=O

InChI

1S/CCl4O2S/c2-1(3,4)8(5,6)7

InChI key

ZCPSWAFANXCCOT-UHFFFAOYSA-N

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General description

Trichloromethanesulfonyl chloride is an efficient free radical chlorinating agent. It reacts with pent-4-enylcobaloximes in inert solvent under tugsten lamp irradiation to yield 2-(β,β,β- trichloroethyl)sulfolanes. It also reacts with trimethylsilyl enol ethers of acetophenones in the presence of a ruthenium (II) phosphine complex to yield 1-aryl-3,3-dichloropropen-1-one and α-chloroacetophenones.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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Reactions of trichloromethanesulfonyl chloride and carbon tetrachloride with silyl enol ethers catalyzed by a ruthenium (II) phosphine complex.
Kamigata N, et al.
Journal of Organometallic Chemistry, 552(1), 9-43 (1998)
TRICHLOROMETHANESULFONYL CHLORIDE AS A SELECTIVE CHLORINATING AGENT1.
Huyser ES.
Journal of the American Chemical Society, 82(19), 5246-5247 (1960)
Homolytic displacement at saturated carbon. Part 9. The reactions of trichloromethanesulfonyl chloride with pent-4-enylcobaloximes and with olefins. A novel route to (trichloroethyl) sulfolanes via an SHi mechanism.
Ashcroft MR, et al.
The Journal of Organic Chemistry, 49(10), 1751-1761 (1984)

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