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Chloroacetophenone oxime

Chloroacetophenone oxime
Names

Preferred IUPAC name (1Z)-2-Chloro-N-hydroxy-1-phenylethan-1-imine
Identifiers
CAS Number	21572-32-7
3D model (JSmol)	Interactive image
ChemSpider	4899199
PubChem CID	5854981
CompTox Dashboard (EPA)	DTXSID90393433
InChI InChI=1S/C8H8ClNO/c9-6-8(10-11)7-4-2-1-3-5-7/h1-5,11H,6H2/b10-8- Key: VLXDSXLUNPBBOT-NTMALXAHSA-N
SMILES C1=CC=C(C=C1)C(=NO)CCl
Properties
Chemical formula	C₈H₈ClNO
Molar mass	169.61 g·mol⁻¹
Melting point	88.5–89 °C (191.3–192.2 °F; 361.6–362.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Chloroacetophenone oxime is the oxime derivative of chloroacetophenone. It is produced by reaction of chloroacetophenone with hydroxylamine. It has powerful lachrymatory and irritant effects.^[1]

References

↑ Sartori, Mario (1939). The War Gases. New York: D. Von Nostrand. p. 160.

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Agents used in chemical warfare
incapacitation
riot control

Blood agents

Cyanogen
Cyanogen bromide
Cyanogen chloride (CK)
Hydrogen cyanide (AC)
Arsine
Cacodyl cyanide
Cacodyl oxide
Hydrogen sulfide
Phosphine
Carbon monoxide
Phosphorus trifluoride
Methyl cyanoformate
Iron pentacarbonyl
Nickel tetracarbonyl
2,3,7,8-Tetrachlorodibenzodioxin
Glycolonitrile
Lactonitrile
Acetone cyanohydrin
Stibine
Chloral cyanohydrin

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) 1,3-Dichloroacetone
Other	KB-16 Dibutylchloromethyltin chloride Selenium oxychloride Phenacyl bromide Dimethyl acetylenedicarboxylate Dimethyl fumarate Chalcone hydrazone Methylnitronitrosoguanidine Norcantharidin Cantharidin T-2 mycotoxin DO

Nerve agents

G-agents	Tabun (GA) Sarin (GB) Chlorosarin (ClGB) Thiosarin (SGB) Soman (GD) Chlorosoman (ClGD) Ethylsarin (GE) GH Cyclosarin (GF) GP GS Fluorotabun EA-1356 EA-4352 Crotylsarin
V-agents	EA-2192 EA-3148 VE VG VM VP VR VS VX VT EA-1763 Chinese VX V-sub x (GD-7)
GV agents	GV (EA-5365) EA-5488
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 Mevinphos Aldicarb Phospholine R-16661 VR-56 Ro 3-0422 Methanesulfonyl fluoride Dimefox (TL-792) Paraoxon MSPI Fumette
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) (DC) 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