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QL (chemical)

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(Redirected from Isopropyl aminoethylmethyl phosphonite)
QL
Names
Preferred IUPAC name 2-ethyl ethyl methylphosphonite
Other names 2-(Diisopropylamino)ethyl ethyl methylphosphonite
N--N-isopropyl-propan-2-amine
Isopropyl aminoethylmethyl phosphonite
O-(2-Diisopropylaminoethyl) O'-ethyl methylphosphonite
Identifiers
CAS Number
3D model (JSmol)
Abbreviations QL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H26NO2P/c1-7-13-15(6)14-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3Key: OIQVKKOBTVZIFE-UHFFFAOYSA-N
  • InChI=1/C11H26NO2P/c1-7-13-15(6)14-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3Key: OIQVKKOBTVZIFE-UHFFFAOYAN
SMILES
  • O(P(OCCN(C(C)C)C(C)C)C)CC
Properties
Chemical formula C11H26NO2P
Molar mass 235.308 g·mol
Appearance Colorless liquid
Odor Strong fishy odor
Boiling point 230 °C (446 °F; 503 K)
Solubility in water Slightly soluble in water
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Isopropyl aminoethylmethyl phosphonite (NATO designation QL), also known as O-(2-diisopropylaminoethyl) O′-ethyl methylphosphonite, is a precursor chemical to the nerve agent VX and VR-56. It is a colorless liquid with a strong fishy odor, and is slightly soluble in water.

Synthesis

QL is manufactured by the transesterification of diethyl methylphosphonite with 2-(diisopropylamino)ethanol.

Uses in chemical warfare

QL is a component in binary chemical weapons, mainly VX nerve agent. It, along with methylphosphonyl difluoride (DF), was developed during the 1980s in order to replace an aging stockpile of unitary chemical weapons. QL is listed as a Schedule 1 chemical by the Chemical Weapons Convention.

Toxicity

QL itself is a relatively non-toxic chemical. However, when reacting with sulfur, the corresponding sulfide of QL isomerizes into the highly toxic VX molecule.

References

  1. "Isopropyl aminoethylmethyl phosphonite". PubChem.
  2. "Isopropyl aminoethylmethyl phosphonite". PubChem.
  3. ^ National Research Council, et al. Systems and Technologies for the Treatment of Non-stockpile Chemical Warfare Materiel, (Google Books), National Academies Press, 2002, p. 14, (ISBN 0309084520), accessed October 21, 2008.
  4. "Schedule One Chemicals", Chemical Weapons Convention Archived 2012-01-03 at the Wayback Machine, US Government website, Retrieved November 15, 2008.
  5. ^ Croddy, Eric and Wirtz, James J. Weapons of Mass Destruction: An Encyclopedia of Worldwide Policy, Technology, and History, (Google Books), ABC-CLIO, 2005, p. 238, (ISBN 1851094903), accessed October 21, 2008.
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