Dichlofluanid (original) (raw)
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Dichlofluanid
Names | |
IUPAC name _N_-{[Dichloro(fluoro)methyl]sulfanyl}-N′,_N′_-dimethyl-_N_-phenylsulfuric diamide | |
Identifiers | |
CAS Number | 1085-98-9 Y |
3D model (JSmol) | Interactive image |
ChemSpider | 13520 |
ECHA InfoCard | 100.012.835 |
PubChem CID | 14145 |
UNII | 76A92XU36Y Y |
CompTox Dashboard (EPA) | DTXSID5041851 |
InChI InChI=1S/C9H11Cl2FN2O2S2/c1-13(2)18(15,16)14(17-9(10,11)12)8-6-4-3-5-7-8/h3-7H,1-2H3Key: WURGXGVFSMYFCG-UHFFFAOYSA-NInChI=1/C9H11Cl2FN2O2S2/c1-13(2)18(15,16)14(17-9(10,11)12)8-6-4-3-5-7-8/h3-7H,1-2H3Key: WURGXGVFSMYFCG-UHFFFAOYAE | |
SMILES CN(C)S(=O)(=O)N(C1=CC=CC=C1)SC(F)(Cl)Cl | |
Properties | |
Chemical formula | C9H11Cl2FN2O2S2 |
Molar mass | 333.22 g·mol−1 |
Density | 1.55 g/cm3 |
Melting point | 105–106 °C (221–223 °F; 378–379 K) |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 2500 mg/kg (rat)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Dichlofluanid (_N_-dichlorofluoromethylthio-N′, _N′_-dimethyl-_N_-phenylsulfamide) is a fungicide used to protect strawberries, grapes, berries, apples, pears and other fruit, vegetables and ornamental plants from diseases such as apple scab (Venturia inaequalis),[2] black spot, leather rot, gray mold, downy mildew and others caused by the fungi Botrytis, Alternaria, Sclerotinia, and Monilinia. It is also used to protect against diseases of fruit during storage,[_citation needed_] and as a wood preservative, often as part of a paint undercoat.[3]
Dichlofluanid was first marketed by Bayer Company in 1964, for use as a fungicide on plants.[3] Its trade names include Euparen and Elvaron.[1]
- ^ a b Zhou, X; Cao, S; Li, X; Xi, C; Ding, X; Xu, F; Hu, J; Chen, Z (2016). "Rapid Determination of Dichlofluanid Residues in Vegetables Using Dispersive-SPE Sample Preparation Combined with Gas Chromatography-Mass Spectrometry". Journal of Chromatographic Science. 54 (5): 858–63. doi:10.1093/chromsci/bmw006. PMC 4890451. PMID 26921896.
- ^ Matolcsy, György; Nádasy, Miklós; Andriska, Viktor, eds. (1988). "5. Fungicides". Studies in Environmental Science: Volume 32 Pesticide chemistry. Amsterdam: Elsevier. p. 341. ISBN 978-0-444-98903-1.
- ^ a b Unger, A; Schniewind, AP; Unger, W (2001). "7.3.9.1.: Dichlofluanid (N-Dichlorofluoromethylthio-N'-N'-dimethyl-N-phenylsulfamide)". Conservation of Wood Artifacts: A Handbook. Berlin, Heidelberg: Springer Berlin Heidelberg. pp. 217–218. ISBN 9783662063989.
- Rocket NXT
- Hamwijk, C; Schouten, A; Foekema, E.M; Ravensberg, J.C; Collombon, M.T; Schmidt, K; Kugler, M (2005). "Monitoring of the booster biocide dichlofluanid in water and marine sediment of Greek marinas". Chemosphere. 60 (9): 1316–1324. Bibcode:2005Chmsp..60.1316H. doi:10.1016/j.chemosphere.2005.01.072. PMID 16018903.
- Dichlofluanid toxicity reports, review - hazard potential, risk
- Waliszewski, S. M; Waliszewski, K. N (1988). "GC determination of dichlofluanid (Euparen) residues and its metabolite dimethylphenylsulfamide (DMSA) in strawberries". Fresenius' Zeitschrift für Analytische Chemie. 331 (5): 528–529. doi:10.1007/BF00467044. S2CID 92516970.
- Directive 98/8/EC concerning the placing of biocidal products on the market, Assessment Report Dichlofluanid
- Ham, Norman S (1961). "Dichlorofluoromethanesulfenyl Chloride". Journal of the American Chemical Society. 83 (3): 751–752. doi:10.1021/ja01464a052.
- T.R. Roberts, D.H. Hutson, Metabolic Pathways of agrochemicals. Part one: Herbicides and Plant Growth Regulators, Royal Society of Chemistry Publishers, London (1998)