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Merck
CN

T80500

Trimethylsulfoxonium iodide

98%

Synonym(s):

Iodotrimethyloxosulfur, S,S,S-Trimethylsulfoxonium iodide, Trimethyl(oxo)-λ6-sulfanylium iodide, Trimethyloxosulfonium iodide, Trimethyloxosulphonium iodide, Trimethylsulfoxonium iodide (7CI)

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About This Item

Linear Formula:
(CH3)3S(I)O
CAS Number:
Molecular Weight:
220.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-204-2
Beilstein/REAXYS Number:
3595854
MDL number:
Assay:
98%
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Quality Segment

assay

98%

mp

208-212 °C (dec.) (lit.)

functional group

sulfoxide

SMILES string

[I-].C[S+](C)(C)=O

InChI

1S/C3H9OS.HI/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1

InChI key

BPLKQGGAXWRFOE-UHFFFAOYSA-M

Application

Treatment with strong base yields the ylide which adds to the carbonyl group of ketones and aldehydes to give epoxides. Also adds preferentially to the double bond of α,β-unsaturated esters to give cyclopropyl esters.


Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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