Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Chlorosoman

From Wikipedia, the free encyclopedia
Chlorosoman
Names
Preferred IUPAC name
3,3-Dimethylbutan-2-yl methylphosphonochloridate
Other names
Pinacolyl methylphosphonochloridate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C7H16ClO2P/c1-6(7(2,3)4)10-11(5,8)9/h6H,1-5H3
    Key: XVNBZVNXJMOQEX-UHFFFAOYSA-N
  • CC(C(C)(C)C)OP(=O)(C)Cl
Properties
C7H16ClO2P
Molar mass198.63 g·mol−1
1,030 mg/L[1]
Vapor pressure0.207 mm Hg[1]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Chlorosoman is achlorineanalog ofsoman. It is a highly toxicorganophosphorus compound and used as the precursor substance forsomannerve agent.[2] Its physical properties are estimated. Soman is insoluble in water, with a boiling point of 223 degrees Celsius and a melting point of -27 degrees Celsius. Chlorosoman is at least 2.5x less toxic than its analogue.[3]

The ClG series of compounds is used more as a precursor to highly toxic compounds. For example, soman is a precursor toEA-2613 and EA-3209.

Synthesis

[edit]

ClGD follows the same synthetic route as soman, with fluoridation being omitted. Chlorosoman is prepared by theFinkelstein reaction between a solution of sodium chloride inDMF and soman.[4] A fluoride substitution is hypothetically made by the metathetic reaction between soman, anhydrousaluminum chloride, and sodium chloride in a suitable solvent, precipitatingsodium hexafluoroaluminate.

6CH3P(O)FOCH3CHC(CH3)3+AlCl3+3NaCl6CH3P(O)ClOCH3CHC(CH3)3+Na3AlF6{\displaystyle {\ce {6 CH3P(O)FOCH3CHC(CH3)3 + AlCl3 + 3 NaCl-> 6 CH3P(O)ClOCH3CHC(CH3)3 + Na3AlF6v}}}

References

[edit]
  1. ^abNational Center for Biotechnology Information."Chlorosoman - PubChem Compound Database".Archived from the original on 2019-04-28. Retrieved2018-05-26.
  2. ^Quagliano, Javier; Witkiewicz, Zygfryd; Sliwka, Ewa; Neffe, Slawomir (2018). "Precursors of Nerve Chemical Warfare Agents with Industrial Relevance: Characteristics and Significance for Chemical Security".ChemistrySelect.3 (10):2703–2715.doi:10.1002/slct.201702763.
  3. ^Ledgard, J. A Laboratory History of Chemical Warfare Agents.
  4. ^cit-OPDC. The preparatory manual to chemical warfare. Vol 1:ClG-agents.
Blood agents
Blister agents
Arsenicals
Sulfur mustards
Nitrogen mustards
Nettle agents
Other
Nerve agents
G-agents
V-agents
GV agents
Novichok agents
Carbamates
Other
Precursors
Neurotoxins
Pulmonary/
choking agents
Vomiting agents
Incapacitating
agents
Lachrymatory
agents
Malodorant agents
Cornea-clouding agents
Biological toxins
Tumor promoting agents
Other


Stub icon

This article about anester is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Chlorosoman&oldid=1279196795"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp