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's produced by reaction of chloroacetophenone with hydroxylamine. It has powerful lachrymatory and irritant effects.^[1]

References

^ Sartori, Mario (1939). The War Gases (PDF). p. 160.

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Agents used in chemical warfare
incapacitation
riot control

Blood 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

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 2,4,5-Trichlorophenol 3,3,5-Trimethylcyclohexanol Triethyl phosphite Trimethyl phosphite TC TG

Pulmonary/
choking agents

Vomiting agents

Incapacitating
agents

Lachrymatory
agents

Malodorant agents

Cornea-clouding agents

Biological toxins

Other

Methyl fluoroacetate
Napalm (variants and mixtures)
Fluoroethyl fluoroacetate
Depleted uranium
- post-combustion uranium oxides
Plutonium and its compounds
Polonium
White phosphorus

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