Dichlofluanid

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,1-2H3 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

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]

References

^ ^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.

External links

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)