File:Sulfur-mustard-2D-skeletal.svg · Wikimedia Commons · See Wikimedia Commons
mustard gas
Sign in to saveAlso known as HD, Lost, bis(2-chloroethyl)sulfane, sulfur mustard, 1,1'-thiobis(2-chloroethane), bis(2-chloroethyl) sulfide, bis(2-chloroethyl) sulphide, 1-chloro-2-[(2-chloroethyl)thio]ethane
chemical compound
OverviewAI-generated
Mustard gas, also referred to as sulfur mustard, is a chemical compound with the formula C₄H₈Cl₂S. Its IUPAC name is 1-chloro-2-(2-chloroethylsulfanyl)ethane. The substance was discovered in 1822. It has a density of 1.37 and a mass of 157.972. The melting point is 14.45, while the boiling point is 227.8. The flash point is 105, and the decomposition point is 180.
Physical properties include a vapor pressure of 0.11 and a refractive index of 1.5313. The median lethal dose (LD50) is 100. According to PubChem data, the weight is 159.08, the xlogp is 2.1, and the tpsa is 25.3. The molecule has zero hydrogen bond donors and one hydrogen bond acceptor, with a charge of 0.
Synthesized by Vinony from 26 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C4H8Cl2S
- Molecular weight
- 159.08 g/mol
- IUPAC name
- 1-chloro-2-(2-chloroethylsulfanyl)ethane
- SMILES
- C(CCl)SCCCl
- InChIKey
- QKSKPIVNLNLAAV-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 25.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,732 papers- Ocular toxicity of mustard gas: A concise review.ReviewToxicology letters · 2021Fuchs A, Giuliano EA, Sinha NR et al.DOI: 10.1016/j.toxlet.2021.02.007
- Mustard gas and the dermatologist.ReviewInternational journal of dermatology · 1991Barranco VPDOI: 10.1111/j.1365-4362.1991.tb02608.x
- Mustard gas: imminent danger or eminent threat?ReviewThe Annals of pharmacotherapy · 2008Geraci MJDOI: 10.1345/aph.1K445
- Toxicology of mustard gas.ReviewTrends in pharmacological sciences · 1991Wormser UDOI: 10.1016/0165-6147(91)90534-y
- Mustard gas.ReviewIARC monographs on the evaluation of the carcinogenic risk of chemicals to man · 1975
- Mustard gas or sulfur mustard: an old chemical agent as a new terrorist threat.ReviewPrehospital and disaster medicine · 2009Wattana M, Bey TDOI: 10.1017/s1049023x0000649x
- Mustard gas toxicity: the acute and chronic pathological effects.ReviewJournal of applied toxicology : JAT · 2010Ghabili K, Agutter PS, Ghanei M et al.DOI: 10.1002/jat.1581
- Mustard gas casualties.Lancet (London, England) · 1991Rees J, Harper P, Ellis F et al.DOI: 10.1016/0140-6736(91)91208-c
via PubMed
Wikidata facts
- Subclass of
- thioether
- Has part
- chlorine
- Mass
- 157.972
- Has use
- Nazi human experimentation
Show 14 more facts
- Commons category
- Sulfur mustard
- chemical formula
- C₄H₈Cl₂S
- regulated by
- Wassenaar Arrangement
- different from
- nitrogen mustard
- flash point
- 105
- canonical SMILES
- C(CCl)SCCCl
- density
- 1.2741
- melting point
- 14.45
- refractive index
- 1.5313
- decomposition point
- 180
- vapor pressure
- 0.11
- boiling point
- 227.8
- median lethal dose (LD50)
- 100
- time of discovery or invention
- 1822-00-00
Sources (10)
via Wikidata · CC0
~35 min read
Encyclopedic overview
Mustard gas or sulfur mustard are names commonly used for the organosulfur chemical compound bis(2-chloroethyl) sulfide, which has the chemical structure S(CH2CH2Cl)2, as well as other species. In the wider sense, compounds with the substituents −SCH2CH2X or −N(CH2CH2X)2 are known as sulfur mustards or nitrogen mustards, respectively, where X = Cl or Br. Such compounds are potent alkylating agents, making mustard gas acutely and severely toxic. Mustard gas is a carcinogen. There is no preventive agent against mustard gas, with protection depending entirely on skin and airways protection, and no antidote exists for mustard poisoning.
Also known as mustard agents, this family of compounds comprises infamous cytotoxins and blister agents with a long history of use as chemical weapons. The name mustard gas is technically incorrect; the substances, when dispersed, are often not gases but a fine mist of liquid droplets that can be readily absorbed through the skin and by inhalation. The skin can be affected by contact with either the liquid or vapor. The rate of penetration into skin is proportional to dose, temperature and humidity.
Excerpted from Wikipedia’s “mustard gas” article, available under the CC BY-SA 4.0 licence.
Gallery (13)
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