Chlorothalonil

Title: Chlorothalonil
CAS Registry Number: 1897-45-6
CAS Name: 2,4,5,6-Tetrachloro-1,3-benzenedicarbonitrile
Additional Names: tetrachloroisophthalonitrile; m-tetrachlorophthalodinitrile; 2,4,5,6-tetrachloro-1,3-dicyanobenzene; 1,3-dicyano-2,4,5,6-tetrachlorobenzene; chlorthalonil
Manufacturers' Codes: DAC-2787
Trademarks: Daconil 2787 (Syngenta); Bravo (Syngenta)
Molecular Formula: C8Cl4N2
Molecular Weight: 265.91
Percent Composition: C 36.13%, Cl 53.33%, N 10.53%
Literature References: Fungicidal properties first described by N. J. Turner et al., Contrib. Boyce Thompson Inst. 22, 303 (1964). Prepn: R. D. Battershell, H. Bluestone, US 3290353 (1966 to Diamond Alkali); R. M. Bimber, US 3652637 (1972 to Diamond Shamrock). Toxicity studies in mice: H. Yoshikawa, K. Kawai, Ind. Health 4, 11 (1966). Review of carcinogenic risk: IARC Monographs 30, 319-328 (1983).
Properties: Crystals. d425 1.7. mp 250-251°. bp760 350°. Vapor press <0.01 at 40°. Practically insol in water (soly at room temp reported as 0.6 ppm). Soly in organic solvents at 25° (w/w): xylene 8%, cyclohexanone 3%, acetone 2%, kerosine <1.0%. LD50 orally in rats: >10.0 g/kg (Turner).
Melting point: mp 250-251°
Boiling point: bp760 350°
Density: d425 1.7
Toxicity data: LD50 orally in rats: >10.0 g/kg (Turner)
Use: Fungicide, bactericide, nematocide. Agricultural and horticultural fungicide.
Chlorothiazide Chlorothricin Chlorothymol Chlorotoluene Chlorotoluron

Chlorothalonil
Chlorothalonil
Identifiers
CAS number 1897-45-6 YesY
ChemSpider 13861400 YesY
UNII J718M71A7A N
KEGG C11037 N
ChEBI CHEBI:3639 N
ChEMBL CHEMBL468167 N
RTECS number NT2600000
Jmol-3D images Image 1
Properties
Molecular formula C8Cl4N2
Molar mass 265.91 g mol−1
Appearance white crystalline solid
Density 1.8 g cm−3, solid
Melting point 250 °C
Boiling point 350 °C (760 mmHg)
Solubility in water 0.06 g/100 ml
log P 2.88-3.86
Related compounds
Related organochlorides hexachlorobenzene
dichlorobenzene
chlorobenzene
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Chlorothalonil (2,4,5,6-tetrachloroisophthalonitrile) is a polychlorinated aromatic mainly used as a broad spectrum, nonsystemic fungicide, with other uses as a wood protectant, pesticide, acaricide, and to control mold, mildew, bacteria, algae.[1] Chlorothalonil-containing products are sold under the names Bravo, Echo, and Daconil. It was first registered for use in the US in 1966. In 1997, the most recent year for which data are available, it was the third most used fungicide in the US, behind only sulfur and copper, with some 12 million lb used in agriculture alone that year.[2] Including nonagricultural uses, the EPA estimates, on average, almost 15 million lb were used annually from 1990-1996.[1]