Tetrachlorodinitroethane

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Tetrachlorodinitroethane
Names

Preferred IUPAC name 1,1,2,2-Tetrachloro-1,2-dinitroethane
Other names Tetrachlordinitroethane
Identifiers
CAS Number	67226-85-1
3D model (JSmol)	Interactive image
ChemSpider	87805
PubChem CID	97280
CompTox Dashboard (EPA)	DTXSID60217536
InChI InChI=1S/C2Cl4N2O4/c3-1(4,7(9)10)2(5,6)8(11)12 Key: VDUMCAJVLOJOCK-UHFFFAOYSA-N
SMILES C(C([N+](=O)[O-])(Cl)Cl)([N+](=O)[O-])(Cl)Cl
Properties
Chemical formula	C₂Cl₄N₂O₄
Molar mass	257.83 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tetrachlorodinitroethane is a chlorinated nitroalkane produced by nitration of tetrachloroethylene with dinitrogen tetroxide or fuming nitric acid.^[1]^[2]^[3] It's a powerful lachrymatory agent and pulmonary agent that is six times more toxic than chloropicrin.^[3] Tetrachlorodinitroethane may be used as a fumigant.^[4]

References

^ Argo, W. L.; James, E. M.; Donnelly, J. L. (November 1919). "Tetrachlordinitroethane". The Journal of Physical Chemistry. 23 (8): 578–585. doi:10.1021/j150197a004.
^ Burrows, Ronald Bertram; Hunter, Louis (1932). "176. The nitration of halogenoethylenes". Journal of the Chemical Society (Resumed): 1357. doi:10.1039/JR9320001357.
^ ^a ^b Sartori, Mario (1939). The War Gases. New York: D. Van. Nostrand Co. p. 174.
^ "Toxic agent". US3769354A.

Blood agents

Blister agents

Arsenicals	Ethyldichloroarsine (ED) Methyldichloroarsine (MD) Phenyldichloroarsine (PD) Lewisite (L) Lewisite 2 (L2) Lewisite 3 (L3)
Sulfur mustards	Levinstein mustard (EA-229) T Q CEES
Nitrogen mustards	HN1 HN2 HN3 TL-301
Nettle agents	Phosgene oxime (CX)
Other	KB-16 Dibutylchloromethyltin chloride Selenium oxychloride Phenacyl bromide Dimethyl acetylenedicarboxylate Dimethyl fumarate Chalcone hydrazone Methylnitronitrosoguanidine Norcantharidin Cantharidin T-2 mycotoxin

Nerve agents

G-agents	Tabun (GA) Sarin (GB) Chlorosarin (ClGB) Thiosarin (SGB) Soman (GD) Chlorosoman (ClGD) Ethylsarin (GE) GH Cyclosarin (GF) GP Fluorotabun EA-1356 EA-4352 Crotylsarin
V-agents	EA-2192 EA-3148 VE VG VM VP VR VS VX EA-1763 Chinese VX V-sub x (GD-7)
GV agents	GV (EA-5365)
Novichok agents	A-208 A-232 A-234 A-242 A-262 C01-A035 C01-A039 C01-A042
Carbamates	Dimethylcarbamoyl fluoride EA-3887 EA-3887A EA-3966 EA-3990 EA-4056 T-1123 T-1152 T-1194 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) TL-599 TL-1238 TL-1299 TL-1317 Miotine (AR-28/T-1843) 3152 CT 4-686-293-01 (Agent 1-10)
Other	Diisopropyl fluorophosphate Dicyclohexyl phosphorofluoridate EA-2012 EA-2054 EA-2098 EA-2613 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Neopentylene fluorophosphate Selenophos Phospholine R-16661 Ro 3-0422 Methanesulfonyl fluoride Dimefox (TL-792) MSPI
Precursors	Acetonitrile AT ATO AlP A.P.C. complex Chlorosarin Chlorosoman Cyclohexanol 1,8-Dibromooctane N,N-Diisopropylaminoethanol (KB) EA-1250 DIHP ZS DEHP EA-1224 Dimethylamidophosphoric dichloride Dimethylamidophosphoric dicyanide DMHP Ethylphosphonoselenoic dichloride Formaldoxime Nital 4-Hydroxycoumarin Isopropyl alcohol (TB) Methyldichlorophosphine (SW) Methylphosphonyl difluoride (difluoro) (DF) Methylphosphonyl dichloride (dichloro) Nitromethane OPA mixture Phosphoryl chloride Phosphorus pentachloride Phosphorus trichloride (TH) Pinacolone Pinacolyl alcohol Phenacyl chloride QL QL sulfide 2,4,5-Trichlorophenol 3,3,5-Trimethylcyclohexanol Triethyl phosphite Trimethyl phosphite TC TG