Dibromodiethyl sulfide

Dibromodiethyl sulfide
Names
	Preferred IUPAC name 1-Bromo-2-[(2-bromoethyl)sulfanyl]ethane
	Other names Di(2-Bromoethyl) sulfide; bis(beta-bromethyl)sulfide; 2,2'-dibromodiethyl sulfide
Identifiers
CAS Number	7617-64-3;
3D model (JSmol)	Interactive image;
ChemSpider	84005;
PubChem CID	93053;
CompTox Dashboard (EPA)	DTXSID70227040;
	InChI InChI=1S/C4H8Br2S/c5-1-3-7-4-2-6/h1-4H2 Key: YYWACUFAVLSCPF-UHFFFAOYSA-N;
	SMILES C(CBr)SCCBr;
Properties
Density	1.838
Boiling point	258.3 °C (496.9 °F; 531.5 K)
Refractive index (nD)	1.566
Hazards
Flash point	110 °C (230 °F; 383 K)
Related compounds
Related compounds	Dibromodiethyl sulfoxide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dibromodiethyl sulfide is a chemical like mustard gas in which bromine replaces chlorine. It is very irritating as a vapour.^[1]

Production

Dibromodiethyl sulfide can be produced by the reaction of bromine with thiodiglycol.^[1]

Dibromodiethyl sulfide takes the form of white crystals. The melting point is between 31 and 34°C. It decomposes when heated to 240°C.^[1]

The fungus Tyromyces palustris can split the molecule at the sulfur.^[2]

^ ^a ^b ^c Lewis, Robert A. (2016). Hawley's Condensed Chemical Dictionary. John Wiley & Sons. p. 440. ISBN 978-1-118-13515-0.
^ El-Gendy, Nour Shafik; Nassar, Hussein Mohamed Nabil (2018). Biodesulfurization in Petroleum Refining. John Wiley & Sons. p. 776. ISBN 978-1-119-22408-2.