Trimethylsulfonium iodide

Structural formula
General
Surname	Trimethylsulfonium iodide
Molecular formula	C 3 H 9 IS
Brief description	colorless solid
External identifiers / databases
EC number	218-555-4
ECHA InfoCard	100,016,869
PubChem	75127
Wikidata	Q2453392
properties
Molar mass	204.06 g mol −1
Physical state	firmly
density	0.63 g cm −3 (bulk density)
Melting point	215-220 ° C
solubility	easily soluble in water (400 g / l at 20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 302 + 352-304 + 340-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Trimethylsulfonium iodide , with the constitutional formula S (CH ₃ ) ₃ I, is a chemical compound from the group of sulfonium compounds .

Extraction and presentation

Trimethylsulfonium iodide can be obtained by the substitution reaction of dimethyl sulfide with iodomethane .

properties

Trimethylsulfonium iodide is a colorless solid that is readily soluble in water. It crystallizes in a monoclinic crystal system with two (CH ₃ ) ₃ SI units in the unit cell.

use

Trimethylsulfonium iodide is used as an intermediate in the manufacture of various crop protection products. It is a powerful methylene transfer reagent that can be used to convert aldehydes and ketones into epoxides .

Individual evidence

↑ ^a ^b Data sheet Trimethylsulfonium iodide, 98% from Sigma-Aldrich , accessed on January 2, 2012 ( PDF ).
↑ ^a ^b ^c ^d ^e data sheet trimethylsulfonium iodide (PDF) from Merck , accessed on January 2, 2012.
↑ Thomas N. Sorrell: Organic chemistry . 2006, ISBN 978-1-891389-38-2 ( page 228 in the Google book search).
↑ M. Jannin, R. Puget u. a .: Structures of trimethylsulfonium salts. I. Refinement of the structure of the iodide (CH3) 3SI. In: Acta Crystallographica Section C Crystal Structure Communications. 47, p. 982, doi : 10.1107 / S0108270190008095 .
↑ Data sheet Trimethylsulfonium iodide from AlfaAesar, accessed on July 15, 2016 ( PDF )(JavaScript required) .

[Sigma-1] Data sheet Trimethylsulfonium iodide, 98% from Sigma-Aldrich , accessed on January 2, 2012 ( PDF ).

[Merck-2] ↑ ^a ^b ^c ^d ^e data sheet trimethylsulfonium iodide (PDF) from Merck , accessed on January 2, 2012.

[3] Thomas N. Sorrell: Organic chemistry . 2006, ISBN 978-1-891389-38-2 ( page 228 in the Google book search).

[4] M. Jannin, R. Puget u. a .: Structures of trimethylsulfonium salts. I. Refinement of the structure of the iodide (CH3) 3SI. In: Acta Crystallographica Section C Crystal Structure Communications. 47, p. 982, doi : 10.1107 / S0108270190008095 .

[5] Data sheet Trimethylsulfonium iodide from AlfaAesar, accessed on July 15, 2016 ( PDF )(JavaScript required) .