QL (chemical)

QL
Names
	Preferred IUPAC name 2-[Di(propan-2-yl)amino]ethyl ethyl methylphosphonite
	Other names 2-(Diisopropylamino)ethyl ethyl methylphosphonite; N-[2-(Ethoxy(methyl)phosphanyl)oxyethyl]-N-isopropyl-propan-2-amine; Isopropyl aminoethylmethyl phosphonite; O-(2-Diisopropylaminoethyl) O'-ethyl methylphosphonite
Identifiers
3D model (JSmol)	Interactive image;
Abbreviations	QL
ChemSpider	148925 ;
PubChem CID	170325;
	InChI InChI=1S/C11H26NO2P/c1-7-13-15(6)14-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3 Key: OIQVKKOBTVZIFE-UHFFFAOYSA-N ; InChI=1/C11H26NO2P/c1-7-13-15(6)14-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3 Key: OIQVKKOBTVZIFE-UHFFFAOYAN;
	SMILES O(P(OCCN(C(C)C)C(C)C)C)CC;
Properties
Chemical formula	C11H26NO2P
Molar mass	235.308 g·mol−1
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 [77 °F], 100 kPa).
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	Infobox references

Isopropyl aminoethylmethyl phosphonite (NATO designation QL), also known as O-(2-diisopropylaminoethyl) O′-ethyl methylphosphonite, is a precursor chemical to the nerve agent VX. It is a colorless liquid with a strong fishy odor, and is slightly soluble in water.[1]

Synthesis

QL is manufactured by reacting diethyl methylphosphonite with 2-(diethylamino)ethanol.[2]

Uses in chemical warfare

QL is a component in binary chemical weapons, mainly VX nerve agent.[3] It, along with methylphosphonyl difluoride (DF), was developed during the 1980s in order to replace an aging stockpile of unitary chemical weapons.[3] QL is listed as a Schedule One chemical by the Chemical Weapons Convention.[4]

Toxicity

QL itself is a relatively non-toxic chemical.[5] However, when reacting with sulfur, the corresponding sulfide of QL isomerizes into the highly toxic VX molecule.[3][5]

References

"Isopropyl aminoethylmethyl phosphonite". PubChem.
"Isopropyl aminoethylmethyl phosphonite". PubChem.
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.
"Schedule One Chemicals", Chemical Weapons Convention, US Government website, Retrieved November 15, 2008.
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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[1] "Isopropyl aminoethylmethyl phosphonite". PubChem.

[2] "Isopropyl aminoethylmethyl phosphonite". PubChem.

[nrc-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.

[uscwc-4] "Schedule One Chemicals", Chemical Weapons Convention, US Government website, Retrieved November 15, 2008.

[croddy-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.