quintozene

Also known as PCNB, pentachlornitrobenzol, PKhNC, 2,3,4,5,6-pentachloronitrobenzene, nitropentachlorobenzene, Pentachloronitrobenzene

Pentachloronitrobenzene, typically abbreviated PCNB, is a registered fungicide formally derived from nitrobenzene. It is a off-white to yellow crystalline solid with a musty odor.

Chemical data

Formula: C6Cl5NO2
Molecular weight: 295.3 g/mol
IUPAC name: 1,2,3,4,5-pentachloro-6-nitrobenzene
SMILES: C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)[N+](=O)[O-]
InChIKey: LKPLKUMXSAEKID-UHFFFAOYSA-N
XLogP: 4.2
Polar surface area: 45.8 Å²
H-bond donors: 0
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

142 papers

Assessment of heavy metals, fungicide quintozene and its hazardous impurity residues in medical Panax notoginseng (Burk) F.H.Chen root.Biomedical chromatography : BMC · 2019
Effects of formulations of the fungicide, pentachloronitrobenzene on early life stage development of the Japanese medaka (Oryzias latipes).Chemosphere · 2008
Tissue residues from feeding pentachloronitrobenzene (quintozene) to White Leghorn chickens.American journal of veterinary research · 1979
Residues of quintozene, its contaminants and metabolites in soil, lettuce, and witloof-chicory, Belgium--1969-74.Pesticides monitoring journal · 1976
Residues of quintozene, hexachlorobenzene, dichloran and pentachloroaniline in soil and lettuce.Bulletin of environmental contamination and toxicology · 1975

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 292.83716663999996

Show 3 more facts

chemical formula: C₆Cl₅NO₂
canonical SMILES: C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)[N+](=O)[O-]
Commons category: Pentachloronitrobenzene

Sources (2)

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Encyclopedic overview

6 sections

Contents

Preparation
Main reactions
Applications
Regulation
References
Bibliography

Pentachloronitrobenzene, typically abbreviated PCNB, is a registered fungicide formally derived from nitrobenzene. It is a off-white to yellow crystalline solid with a musty odor.

==Preparation== PCNB was originally synthesized in the laboratory in 1868. It was introduced to the agricultural world in the 1930s in Germany by Bayer AG as a substitute to mercurial pesticides. PCNB is prepared by chlorination of nitrobenzene at 60–70 °C in chlorosulfuric acid, with iodine as a catalyst. It can also be produced by the nitration of chlorinated benzenes. A side product of the synthesis of PCNB is hexachlorobenzene (HCB), which is considered as hazardous as PCNB. 5 Cl2 + C6H5NO2 → C6Cl5NO2 + 5 HCl

Excerpted from Wikipedia’s “quintozene” article, available under the CC BY-SA 4.0 licence.