Dichlofluanid

Dichlofluanid
Names
	IUPAC name N-{[Dichloro(fluoro)methyl]sulfanyl}-N′,N′-dimethyl-N-phenylsulfuric diamide
Identifiers
CAS Number	1085-98-9;
3D model (JSmol)	Interactive image;
ChemSpider	13520;
ECHA InfoCard	100.012.835
PubChem CID	14145;
	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,1-2H3 Key: WURGXGVFSMYFCG-UHFFFAOYSA-N; InChI=1/C9H11Cl2FN2O2S2/c1-13(2)18(15,16)14(17-9(10,11)12)8-6-4-3-5-7-8/h3-7H,1-2H3 Key: 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

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, 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]

References

1 2 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.
1 2 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. 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.
Directive 98/8/EC concerning the placing of biocidal products on the market, Assessment Report Dichlofluanid
PAN Pesticides Database - Chemicals: N,N-Dimethylsulfamide (metabolite of tolylfluanid).
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)

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