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sesquimustard

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sesquimustard

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Also known as 1,2-bis(2-chloroethylthio)ethane

Sesquimustard (military code Q) is the organosulfur compound with the formula . 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.

Chemical data

Formula
C6H12Cl2S2
Molecular weight
219.2 g/mol
IUPAC name
1,2-bis(2-chloroethylsulfanyl)ethane
SMILES
C(CSCCCl)SCCCl
InChIKey
AMGNHZVUZWILSB-UHFFFAOYSA-N
XLogP
2.7
Polar surface area
50.6 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Subclass of
thioether
Has part
chlorine
Mass
217.975748
Show 4 more facts
canonical SMILES
C(CSCCCl)SCCCl
chemical formula
C₆H₁₂Cl₂S₂
Commons category
Sesquimustard
Sources (2)

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Sesquimustard (military code Q) is the organosulfur compound with the formula . 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 (although since then, it has been found to be useful in chemotherapy).

Excerpted from Wikipedia’s “sesquimustard” article, available under the CC BY-SA 4.0 licence.

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