QL (chemical)

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

CAS Number

* 57856-11-8 N

3D model (JSmol)

* Interactive image

Abbreviations  | QL
ChemSpider |

* 148925 Y

PubChem CID

* 170325

UNII |

* 8154M6X68L

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 Y

Key: OIQVKKOBTVZIFE-UHFFFAOYSA-N Y

* 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).

N verify (what is YN ?)
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 and VR-56. It is a colorless liquid with a strong fishy odor, and is slightly soluble in water.[1]

## Contents

* 1 Synthesis
* 2 Uses in chemical warfare
* 3 Toxicity
* 4 References

## Synthesis

QL is manufactured by reacting diethyl methylphosphonite with 2-(diisopropylamino)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 1 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

1. ↑ "Isopropyl aminoethylmethyl phosphonite". PubChem. https://pubchem.ncbi.nlm.nih.gov/compound/170325#section=Experimental-Properties.
2. ↑ "Isopropyl aminoethylmethyl phosphonite". PubChem. https://pubchem.ncbi.nlm.nih.gov/compound/170325#section=Use-and-Manufacturing.
3. ↑ 3.0 3.1 3.2 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 , US Government website, Retrieved November 15, 2008.
5. ↑ 5.0 5.1 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.

* v
* t
* e

* Agents used in chemical warfare
* incapacitation
* riot control

Blood|

* Cyanogen
* Cyanogen bromide
* Cyanogen chloride (CK)
* Hydrogen cyanide (AC)
* Arsine
* Vinyl arsine

Blister|

* Arsenicals
* Ethyldichloroarsine (ED)
* Methyldichloroarsine (MD)
* Phenyldichloroarsine (PD)
* Lewisite (L)
* Mustard gas (HD H HT HL HQ)
* Nitrogen mustard
* HN1
* HN2
* HN3
* TL-301
* Nitrosocarbamates
* KB-16

Nerve|

| G-agents|

* Tabun (GA)
* Sarin (GB)
* Chlorosarin (GC)
* Soman (GD)
* Ethylsarin (GE)
* Cyclosarin (GF)
* GH
* GJ
* GK
* GL
* GM
* GN
* GO
* GP
* GQ
* GR
* GS
* GT
* GU
* Fluorotabun
* GV
* GV1
* GV2
* GV3
* GV4
* GV5
* GV6
* EA-1356
* EA-3534
* EA-4352
* EA-5414
* EA-5488
* Thiosarin
* Thiosoman
* Thiocyclosarin
* Crotylsarin

|

V-agents|

* EA-2192
* EA-3148
* EA-3317
* VD
* VE
* VF
* VG
* VH
* VJ
* VK
* VL
* VM
* VN
* VO
* VP
* VQ
* VR
* VS
* VT
* VU
* VV
* VW
* VY
* VZ
* VX
* V1
* V2
* V3
* V4
* V5
* V6
* IVX
* IIVx
* Chinese VX
* V-sub x (GD-7)

Novichok agents|

* A-230
* A-232
* A-234
* A-242
* A-262
* C01-A035
* C01-A039
* C01-A042

Carbamates|

* EA-3887
* EA-3887A
* EA-3948
* EA-3966
* EA-3990
* EA-4026
* EA-4038
* EA-4048
* EA-4056
* EA-4057
* EA-4181
* T-1123
* Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)

Other|

* EA-2012
* EA-2054
* EA-2098
* EA-2613
* 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
* Neopentylene fluorophosphate

Precursors|

* Chlorosarin
* Chlorosoman
* Cyclohexanol
* 1,8-Dibromooctane
* N,N-Diisopropylaminoethanol
* Dimethylamidophosphoric dichloride
* Dimethylamidophosphoric dicyanide
* Isopropyl alcohol
* Methyldichlorophosphine
* Methylphosphonic acid dichloride
* Methylphosphonyl difluoride
* Pinacolone
* Pinacolyl alcohol
* QL
* 3,3,5-Trimethylcyclohexanol

Neurotoxins|

* Saxitoxin (TZ)
* Botulinum toxin (BTX)
* Tetanospasmin (TeNT)
* Chlorophenylsilatrane
* Tetrodotoxin

Nettle|

* Phosgene oxime (CX)

Pulmonary/Choking agent|

* Chlorine
* Phosgene (CG)
* Perfluoroisobutene
* Chloropicrin (PS)
* Diphosgene (DP)
* Disulfur decafluoride
* Acrolein
* Ethyl bromoacetate
* Perchloromethyl mercaptan

Vomiting agent|

* Adamsite
* Chloropicrin
* Diphenylchlorarsine
* Diphenylcyanoarsine
* Diphenylaminecyanoarsine

Incapacitating|

* Agent 15 (BZ)
* Dimethylheptylpyran (DMHP)
* EA-3167
* EA-3443
* EA-3580
* EA-3834
* Kolokol-1
* LSD-25
* PAVA spray
* Sleeping gas

Riot control|

* Xylyl bromide
* Pepper spray (OC)
* Mace (spray)
* CN
* CS
* CR
* CNS

Other|

* Methyl fluoroacetate
* Fluoroethyl fluoroacetate
* Ricin
* Abrin
* Enterotoxin type B
* Depleted uranium
* post-combustion uranium oxides

* List of chemical warfare agents
* CB military symbol

* v
* t
* e

United States chemical weapons program

Units, formations,
centers and institutes|

* 2nd Chemical Battalion
* U.S. Army Chemical Corps
* U.S. Army Edgewood Chemical Biological Center
* U.S. Army Medical Research Institute of Chemical Defense (USAMRICD)
* U.S. Army Chemical Materials Activity
* U.S. Army Soldier and Biological Chemical Command
* Program Executive Office, Assembled Chemical Weapons Alternatives
* Chemical mortar battalion

Industrial facilities|

* Anniston Army Depot
* Anniston Chemical Activity
* Blue Grass Army Depot
* Deseret Chemical Depot
* Edgewood Chemical Activity
* Hawthorne Army Depot
* Johnston Atoll Chemical Agent Disposal System
* Newport Chemical Depot
* Pine Bluff Chemical Activity
* Pueblo Chemical Depot
* Tooele Chemical Agent Disposal Facility
* Umatilla Chemical Depot

Operations
and projects|

| Research|

* Edgewood Arsenal human experiments
* Operation Top Hat
* Project 112
* Project SHAD
* Operation LAC

|

Operational|

* Operation Ranch Hand

Disposal|

* Operation CHASE
* Operation Davy Jones' Locker
* Operation Geranium
* Operation Steel Box
* Operation Red Hat

Agents|

* 3-Quinuclidinyl benzilate (BZ)
* Chlorine
* Methylphosphonyl difluoride (DF)
* Phosgene
* QL
* Sarin (GB)
* Mustard gas (HD)
* VX

Munitions|

* Bigeye bomb
* M1 chemical mine
* M104 155mm Cartridge
* M110 155mm Cartridge
* M121 155mm Cartridge
* M125 bomblet
* M134 bomblet
* M138 bomblet
* M139 bomblet
* M2 mortar
* M23 chemical mine
* M34 cluster bomb
* M360 105mm Cartridge
* M426 8-inch shell
* M43 BZ cluster bomb
* M44 generator cluster
* M55 rocket
* M60 105mm Cartridge
* M687 155mm Cartridge
* XM736 8-inch projectile
* MC-1 bomb
* M47 bomb
* Weteye bomb

Protective equipment|

* CAIS
* M93 Fox
* MOPP
* People sniffer

Related topics|

* CB military symbol
* Dugway sheep incident
* Unethical human experimentation in the United States
* MKULTRA

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