82-68-8 Usage
Description
Pentachloronitrobenzene (PCNB) is a pesticide and
fungicide. Sensitization can occur in farmers and in
those working in chemical plants.
Chemical Properties
Different sources of media describe the Chemical Properties of 82-68-8 differently. You can refer to the following data:
1. 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.
2. 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.
3. Pentachloronitrobenzene forms colorless needles.
Technical-grade PCNB contains an average of 97.8%
PCNB, 1.8% hexachlorobenzene (HCB), 0.4% 2,3,4,5-tetrachloronitrobenzene
(TCNB), and less than 0.1% pentachlorobenzene.
Uses
Different sources of media describe the Uses of 82-68-8 differently. You can refer to the following data:
1. Fungicide for seed and soil treatment.
2. Pentachloronitrobenzene (PCNB) is used as a fungicide to suppress the growth of fungi in selective culture media such as Nash and Snyder medium (NS).
3. Quintozene is used against a range of diseases on vegetables,
flower crops, cotton, bulbs, potatoes, wheat, rice, peanuts, pulse crops,
maize, bananas and turf. It is used in the field and in glasshouses. It is
usually applied to soil or as a seed treatment.
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ChEBI: A C-nitro compound that is nitrobenzene in which every hydrogen has been replaced by a chlorine.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.
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.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Quintozine is hydrolyzed by alkalis. Is incompatible with strong oxidizing agnets. Also incompatible with strong bases. Corrosive to unlined metal containers .
Health Hazard
Exposures to quinalphos cause toxicity and adverse health effects. On contact with the
skin, quinalphos causes the effects of sensitization.
Fire Hazard
On hazardous decomposition, quintozene releases phosgene, hydrogen chloride, oxides of nitrogen, and chlorine-containing compounds, and other unknown materials may be released in a fire situation. Incomplete combustion may lead to the formation of oxides of carbon.
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
Contact allergens
Pentachloronitrobenzene is a pesticide and a fungicide.
Sensitization can occur in farmers or in chemical plants.
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
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.
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 pentachlorothioanisoleSoil. 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 pentachlorothioanisWhen 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.
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.
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.
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 .
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.
Check Digit Verification of cas no
The CAS Registry Mumber 82-68-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 2 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 82-68:
(4*8)+(3*2)+(2*6)+(1*8)=58
58 % 10 = 8
So 82-68-8 is a valid CAS Registry Number.
InChI:InChI=1/C6Cl5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9
82-68-8Relevant articles and documents
Substituted imide derivatives
-
, (2008/06/13)
The present invention relates to novel substituted imide derivatives of the general formula (I) in which R1 represents optionally substituted cycloalkyl, R2 represents optionally substituted alkyl or optionally substituted cycloalkyl, R3 represents alkyl, alkoxy, alkylthio, amino, alkylamino or dialkylamino and R4 represents cyano or nitro, and to processes for their preparation and to their use for controlling animal pests and as herbicides.
Composition for controlling harmful bio-organisms and method for controlling harmful bio-organisms using the same
-
, (2008/06/13)
A composition for controlling harmful bio-organisms comprising (a) at least one imidazole compound represented by formula (I): wherein R represents a lower alkyl group or a lower alkoxy group; and n represents an integer of 1 to 5, as an active ingredient, and (b) at least one inorganic phosphorus compound and/or at least one fungicide for Phycomycetes as an active ingredient or (c) a spreader as an activity-enhancing ingredient, and a method for controlling harmful bio-organisms comprising applying the composition for controlling harmful bio-organisms onto harmful bio-organisms.
2-and 2,5-substituted phenylketoenols
-
, (2008/06/13)
PCT No. PCT/EP97/03973 Sec. 371 Date Jan. 28, 1999 Sec. 102(e) Date Jan. 28, 1999 PCT Filed Jul. 23, 1997 PCT Pub. No. WO98/05638 PCT Pub. Date Feb. 12, 1998The invention relates to novel phenyl-substituted cyclic ketoenols of the formula (I) in which Het represents one of the groups in which A, B, D, G, X and Z are each as defined in the description, to a plurality of processes and intermediates for their preparation, and to their use as pesticides.
