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235962

Sigma-Aldrich

Trichloromethanesulfonyl chloride

97%

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About This Item

Linear Formula:
Cl3CSO2Cl
CAS Number:
2547-61-7
Molecular Weight:
217.89
EC Number:
219-830-1
MDL number:
MFCD00007452
UNSPSC Code:
12352100
PubChem Substance ID:
24854128
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
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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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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