Thiodiglycol

Structural formula
General
Surname	Thiodiglycol
other names	Bis (2-hydroxyethyl) sulfide; 2,2'-thiodiethanol; 2,2'-sulfanediyl diethanol;
Molecular formula	C 4 H 10 O 2 S
Brief description	colorless liquid
External identifiers / databases
EC number	203-874-3
ECHA InfoCard	100.003.523
PubChem	5447
ChemSpider	13881956
Wikidata	Q418117
properties
Molar mass	122.18 g mol −1
Physical state	liquid
density	1.18 g cm −3
Melting point	−16 ° C
boiling point	282 ° C
Vapor pressure	0.11 Pa (20 ° C)
solubility	miscible with water
Refractive index	1.5211 (20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 319
	P: 305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Thiodiglycol or bis (2-hydroxyethyl) sulfide , also 2,2'-sulfanediyldiethanol, is a precursor product in the production of mustard gas ( mustard ). The bis (2-hydroxyethyl) sulfide is chlorinated to mustard by heating with thionyl chloride in a benzene solution.

Under the synonymous name 2,2′-thiodiethanol, thiodiglycol is used as an embedding medium in light microscopy . Since it is miscible with water, the refractive index can be continuously adjusted between that of water (1.33) and that of immersion oil (1.52).

Thiodiglycol is also used as a solvent for dyes, where it increases the color intensity and dispersibility.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 2,2′-thiodiethanol in the GESTIS substance database of the IFA , accessed on February 19, 2017(JavaScript required) .
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-52.
↑ Entry on thiodiglycol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Thorsten Staudt, Marion C. Lang, Rebecca Medda, Johann Engelhardt, Stefan Hell : 2,2-Thiodiethanol: A new water soluble mounting medium for high resolution optical microscopy . In: Microsc Res Tech . , 2007 Jan, 70 (1), pp. 1-9, PMID 17131355 , DOI: 10.1002 / jemt.20396 .
↑ Entry on 2,2′-sulfanediyldiethanol. In: Römpp Online . Georg Thieme Verlag, accessed on December 6, 2014.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 2,2′-thiodiethanol in the GESTIS substance database of the IFA , accessed on February 19, 2017(JavaScript required) .

[CRC90_3_52-2] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-52.

[CLP_100.003.523-3] Entry on thiodiglycol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] Thorsten Staudt, Marion C. Lang, Rebecca Medda, Johann Engelhardt, Stefan Hell : 2,2-Thiodiethanol: A new water soluble mounting medium for high resolution optical microscopy . In: Microsc Res Tech . , 2007 Jan, 70 (1), pp. 1-9, PMID 17131355 , DOI: 10.1002 / jemt.20396 .

[5] Entry on 2,2′-sulfanediyldiethanol. In: Römpp Online . Georg Thieme Verlag, accessed on December 6, 2014.