2-Chloroethyl ethyl sulfide

2-Chloroethyl ethyl sulfide is the organosulfur compound with the formula C2H5SC2H4Cl. It is a colorless liquid. The compound is part of the family of vesicant compounds known as half mustards, has been heavily investigated because of its structural similarity to the sulfur mustard S(C2H4Cl)2. The LD50s of the half and full mustard are 252 and 2.4 mg/kg (oral, rats).[1]

2-Chloroethyl ethyl sulfide
Names
Preferred IUPAC name
1-Chloro-2-(ethylsulfanyl)ethane
Other names
1-Chloro-2-(ethylthio)ethane, 2-(Ethylthio)chloroethane 2-Chlorodiethyl sulfide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.010.676 Edit this at Wikidata
EC Number
  • 211-742-1
UNII
  • InChI=1S/C4H9ClS/c1-2-6-4-3-5/h2-4H2,1H3
    Key: GBNVXYXIRHSYEG-UHFFFAOYSA-N
  • CCSCCCl
Properties
C4H9ClS
Molar mass 124.63 g·mol−1
Appearance colorless liquid
Density 1.0663 g/cm3
Boiling point 156 °C (313 °F; 429 K)
Hazards
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Danger
H226, H301, H302, H311, H314, H331, H350
P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P311, P312, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Wang, Qi-Qiang; Begum, Rowshan Ara; Day, Victor W.; Bowman-James, Kristin (2012). "Sulfur, Oxygen, and Nitrogen Mustards: Stability and Reactivity". Organic & Biomolecular Chemistry. 10 (44): 8786–8793. doi:10.1039/c2ob26482j. PMID 23070251.