methylphosphonyl difluoride
{{Chembox
| Watchedfields = changed
| ImageFileL1 = Methylphosphonyl-difluoride-2D.svg
| ImageFileR1 = Methylphosphonyl-difluoride-Spartan-MP2-3D-balls.png
| PIN = Methylphosphonic difluoride
| OtherNames = Methylphosphonyl difluoride
Methylphosphonoyl difluoride, EA-1251
|Section1={{Chembox Identifiers
| CASNo = 676-99-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Z7V517240K
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 69610
| ChemSpiderID = 62813
| MeSHName = Methylphosphonic difluoride
| SMILES = CP(F)(F)=O
| InChI = 1S/CH3F2OP/c1-5(2,3)4/h1H3
| InChIKey = PQIOSYKVBBWRRI-UHFFFAOYSA-N
| Beilstein = 4-04-00-03508}}
|Section2={{Chembox Properties
| Formula = CH3POF2
| MolarMass = 100.00
| Appearance = Colorless liquid
| Odor = Pungent, acid-like{{cite book |title=Handbook of chemical and biological warfare agents |date=24 August 2007 |publisher=CRC Press |isbn=9780849314346 |edition=2nd}}
| VaporPressure = 36 mmHg (77°F)
}}
|Section3={{Chembox Hazards
| MainHazards = Corrosive, toxic
| FlashPt =
| AutoignitionPt =
}}
}}
Methylphosphonyl difluoride (DF), also known as EA-1251{{cite web |title=Physical properties of standard agents, candidate agents, and related compounds at several temperatures |url=http://apps.dtic.mil/dtic/tr/fulltext/u2/c033491.pdf|archive-url=https://web.archive.org/web/20170226164213/http://www.dtic.mil/dtic/tr/fulltext/u2/c033491.pdf|url-status=live|archive-date=February 26, 2017}} or difluoro,{{cite book |last1=U. S. Army |title=Potential Military Chemical/Biological Agents and Compounds |date=12 Dec 1990 |publisher=Headquarters, Dept. of the Army |location=Washington, D.C. |url=https://www.globalsecurity.org/wmd/library/policy/army/fm/3-9/fm3-9.pdf |access-date=12 May 2020}} is a chemical weapon precursor. Its chemical formula is CH3POF2. It is a Schedule 1 substance under the Chemical Weapons Convention. It is used for production of sarin and soman as a component of binary chemical weapons; an example is the M687 artillery shell, where it is used together with a mixture of isopropyl alcohol and isopropyl amine, producing sarin.
Preparation
Methylphosphonyl difluoride can be prepared by reacting methylphosphonyl dichloride with hydrogen fluoride (HF) or sodium fluoride (NaF).
Safety
Methylphosphonyl difluoride is both reactive and corrosive. It is absorbed through skin and causes burns and mild nerve agent symptoms. It reacts with water, producing HF fumes and methylphosphonic acid as a result. It is also capable of corroding glass.
Significance in international relations
In 2013–2014, the stockpile of chemicals covered by the CWC was removed from Syria and destroyed. Of the stockpile, 581 tons (over 96%) of the stockpile was DF. It was destroyed by the U.S. Army on the MV Cape Ray by hydrolysis.{{Cite web |last1=Organization for the Prohibition of Chemical Weapons (OPCW) |title=U.S. Completes Destruction of Sarin Precursors from Syria on the Cape Ray |url=https://www.opcw.org/media-centre/news/2014/08/us-completes-destruction-sarin-precursors-syria-cape-ray |publisher=OPCW News |access-date=12 May 2020}}{{Cite web |last1=Trapp |first1=Dr. Ralf |title=Lessons Learned from the OPCW Mission in Syria |url=https://www.opcw.org/sites/default/files/documents/PDF/Lessons_learned_from_the_OPCW_Mission_in_Syria.pdf |publisher=OPCW |access-date=12 May 2020}}
References
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{{Chemical agents}}
{{U.S. chemical weapons}}
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Category:Organophosphine oxides