Sesquimustard

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Sesquimustard
Names
Preferred IUPAC name
1,2-Bis[(2-chloroethyl)sulfanyl]ethane
Other names
Agent Q
TL-86
One-and-one-half mustard
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C6H12Cl2S2/c7-1-3-9-5-6-10-4-2-8/h1-6H2
    Key: AMGNHZVUZWILSB-UHFFFAOYSA-N
  • C(CSCCCl)SCCCl
Properties
C6H12Cl2S2
Molar mass 219.18 g·mol−1
Appearance white solid (impure samples: pale brown)
Melting point 56.5 °C (133.7 °F; 329.6 K)
Insoluble, slowly degrades
Solubility Alcohols, hydrocarbons, lipids, ethers, THF
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sesquimustard (military code Q) is the organosulfur compound with the formula (ClCH2CH2SCH2)2. Although it is a colorless solid, impure samples are often brown. The compound is a type of mustard gas, a vesicant used as a chemical weapon. From the chemical perspective, the compound is both a thioether and an alkyl chloride.

Because sesquimustard is a solid at room temperature, it is not as easily deployed as related liquid mustards. It was only ever deployed as mixtures with the original mustard, with phosgene, or as a solution. Since 1997, it has been listed under Schedule I of the Chemical Weapons Convention, as a substance with few uses outside of chemical warfare[1][2][3] (although since then, it has been found to be useful in chemotherapy).[4]

References

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