ChemicalBook--->CAS DataBase List--->82-68-8

82-68-8

82-68-8 Structure

82-68-8 Structure
IdentificationMore
[Name]

Quintozine
[CAS]

82-68-8
[Synonyms]

1,2,3,4,5-PENTACHLORO-6-NITROBENZENE
BRASSICOL
BRASSICOL(R)
FOLOSAN
FOLOSAN(R)
KOBUTOL
'LGC' (1125)
PCNB
PCNB(R)
PENTACHLORONITROBENZENE
QUINTOZEN
QUINTOZENE
quintozine
TERRACLOR
TERRACLOR(R)
TRITISAN(R)
101brandpcnb75wettable
ai-23024
Avicol
avicol(pesticide)
[EINECS(EC#)]

201-435-0
[Molecular Formula]

C6Cl5NO2
[MDL Number]

MFCD00007065
[Molecular Weight]

295.33
[MOL File]

82-68-8.mol
Chemical PropertiesBack Directory
[Appearance]

Quintozene is a colorless to cream-colored crystalline material. Musty, mothball odor. Technical-grade PCNB contains an average of 97.8% PCNB, 1.8% hexa- chlorobenzene (HCB), 0.4% 2,3,4,5-tetrachloronitrobenzene (TCNB), and less than 0.1% pentachlorobenzene. Musty odor.
[Melting point ]

140-143 °C(lit.)
[Boiling point ]

328°C
[density ]

1.718
[vapor pressure ]

1.27 x l0-2Pa (25 °C)
[Fp ]

11 °C
[storage temp. ]

APPROX 4°C
[solubility ]

toluene: soluble50mg/mL, clear, faintly to slightly yellow
[form ]

powder
[color ]

yellow to tan
[Stability:]

Stable. Incompatible with strong bases, strong oxidizing agents.
[Water Solubility ]

Insoluble
[Merck ]

8080
[BRN ]

1914324
[Contact allergens]

Pentachloronitrobenzene is a pesticide and a fungicide. Sensitization can occur in farmers or in chemical plants.
[CAS DataBase Reference]

82-68-8(CAS DataBase Reference)
[IARC]

3 (Vol. 5, Sup 7) 1987
[NIST Chemistry Reference]

Benzene, pentachloronitro-(82-68-8)
[EPA Substance Registry System]

82-68-8(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

Light green powder
[Chemical Properties]

Quinalphos is an off-white powder. It is stable and incompatible with strong bases and strong oxidizing agents. Quinalphos is uses as a fungicide and herbicide.
[Definition]

ChEBI: A C-nitro compound that is nitrobenzene in which every hydrogen has been replaced by a chlorine. A fungicide used on a variety of crops, including cotton, rice and seed grains, it is no longer approved for use within the European Union.
[Uses]

Fungicide for seed and soil treatment.
[General Description]

Crystalline pale yellow to white solid or powder with a musty moth ball odor. Insoluble in water and denser than water. Hence sinks in water.
[Reactivity Profile]

QUINTOZENE(82-68-8) is hydrolyzed by alkalis. Is incompatible with strong oxidizing agnets. Also incompatible with strong bases. Corrosive to unlined metal containers .
[Air & Water Reactions]

Insoluble in water.
[Health Hazard]

Exposures to quinalphos cause toxicity and adverse health effects. On contact with the skin, quinalphos causes the effects of sensitization.
[Potential Exposure]

Those engaged in manufacture, formulation and application of this soil fungicide and seed treatment chemical. Peracetic acid is often used as a sterilizing agent in the medical, food service and pharmaceutical industries in combination hydrogen peroxide and acetic acid.
[Fire Hazard]

Flash point data for this chemical are not available; however, QUINTOZENE is probably combustible.
[First aid]

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 2448 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
[Shipping]

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
[Incompatibilities]

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Thermal decomposition products may include nitrogen oxides and hydrogen chlo- ride. Corrosive to unlined metal containers .
[Description]

Pentachloronitrobenzene (PCNB) is a pesticide and fungicide. Sensitization can occur in farmers and in those working in chemical plants.
[Waste Disposal]

Dispose of contents/container to an approved waste disposal plant or consult with envi- ronmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste contain- ing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. In accordance with 40CFR165, follow recommendations for the disposal.
[Agricultural Uses]

Soil fungicide, Nematicide, Seed treatment: Quintozene, the common name for PCNB or pentachlkoronitrobenzene, is an organochlorine fungicide used as a seed dressing or soil treatment to control a wide range of fungi species in such crops as potatoes, wheat, onions, lettuce, tomatoes, tulips, garlic, and others. Depending on the producer and the manufacturing procedure, PCNB impurities can include hexachlorobenzene, pentachlorobenzene, and tetrachloronitrobenzene. The fungicide is often used in combination with insecticides and fungicides including carbaryl, imazalil, tridimenol, etridiazole, and fuberidazole. It is available as a dustable or wettable powder, in granular form, emulsifiable concentrate, and seed treatment. Not approved for use in EU countries. Registered for use in the U.S. and Canada. There are more than 35 global suppliers.
[Trade name]

(EPA lists 290 active and canceled or transferred products) AVICOL (PESTICIDE)®; BOTRILEX®; BLOCKER 4F®; BOTRILEX®; BRASSICOL®; BRASSICOL EARTHCIDE®; BRASSICOL 75®; BRASSICOL SUPER®; CHINOZAN®; EARTHCIDE®; FARTOX®; FOLOSAN®; FOMAC 2®; FUNGICHLOR®; GC 3944-3-4®; KOBU®; KOBUTOL®; KODIAK A-T FUNGICIDE®; KP 2®; MARISAN FORTE®; MEFENOXAM®; PARFLO®; PENTAGEN®; PHOMASAN®; PKhNB®; RTU 1010®; SANICLOR 30®; TERRACHLOR®; TERRACLOR®; TERRACLOR 30G®; TERRA-COAT®; TERRAFUN®; TERRAZAN®; TILCAREX®; TRIPCNB®; TRIQUINTAM®; TRITISAN®; TUBERGRAN®; TURFCIDE®; VITAVAX® Quintozene
[Environmental Fate]

Biological. Pentachloronitrobenzene is rapidly degraded in flooded soils forming pentachloroaniline. When pentachloronitrobenzene was incubated in a submerged soil and moist soil for 3 weeks, the percentages of the applied dosage remaining were <1 and 82%, respectively. Chacko et al. (1966) reported microorganisms can convert pentachloronitrobenzene to pentachloroaniline and pentachlorothioanisole
Soil. The half-lives of pentachloronitrobenzene in a Columbia fine sandy loam, Sacramento clay and Staten peaty muck from California were 4.7, 7.6 and 9.7 months, respectively. Degradation products were pentachloroaniline and pentachlorothioanis
When heated to decomposition (330°C), emits toxic fumes of nitrogen oxides and chlorine (Sax and Lewis, 1987)
[Metabolic pathway]

Renner (1981) has reviewed the metabolism of quintozene. Fate in soil, plants, several animal species and fish has been reported. The nitro group provides a reactive centre, which allows rapid metabolism via three primary routes: nitro reduction, glutathione-dependent denitration and dechlorination. Thus a very complex array of metabolites is formed. Quintozene is relatively persistent in soil in comparison with plants and animals. It was one of the compounds which stimulated the study and understanding of the catabolism of glutathione conjugates in plants and animals and this was properly elucidated for the first time using such compounds. Nitro reduction and nitro displacement is quite rapid and therefore quintozene is much less persistent than is hexachlorobenzene. The latter shares one of the primary metabolites [ S-(pentachlorophenyl)glutathione] with quintozene and many of the sulfur-containing metabolites are common to both compounds.
[Purification Methods]

Crystallise it from EtOH. [Beilstein 5 H 247, 5 II 188, 5 III 618.]
[Degradation]

Quintozene is a stable compound. It is stable in acidic media but is hydrolysed in base (PM). The nitro group is liable to displacement by thiolysis.
Safety DataBack Directory
[Hazard Codes ]

Xi,N,T,F,Xn
[Risk Statements ]

R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
R40:Limited evidence of a carcinogenic effect.
[Safety Statements ]

S13:Keep away from food, drink and animal feeding stuffs .
S24:Avoid contact with skin .
S37:Wear suitable gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

2
[RTECS ]

DA6650000
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29049090
[Safety Profile]

Moderately toxic by ingestion. An experimental teratogen. Questionable carcinogen with experimental carcinogenic data. Mutation data reported. Used as a fungcide. Dangerous; when heated to decomposition it emits highly toxic fumes of NO, and Cl-. See also NITRO COMPOUNDS OF AROMATIC HYDROCARBONS
[Hazardous Substances Data]

82-68-8(Hazardous Substances Data)
[Toxicity]

LD50 in male, female rats (g/kg): 1.71 ±0.20, 1.65 ±0.17 by gavage (Finnegan)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitrobenzene-->1,2,4-Trichloro-5-nitrobenzene
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Quintozine(82-68-8).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Quintozine(82-68-8)MS
Quintozine(82-68-8)1HNMR
Quintozine(82-68-8)13CNMR
Quintozine(82-68-8)IR1
Quintozine(82-68-8)IR2
Quintozine(82-68-8)IR3
Quintozine(82-68-8)Raman
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