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Folpet

From Wikipedia, the free encyclopedia
Folpet
Names
Preferred IUPAC name
2-[(trichloromethyl)sulfanyl]-1H-isoindole-1,3(2H)-dione
Other names
N-(Trichloromethylthio)phthalimide, Orthophaltan, Phaltan, Faltan, Folpan, Faltex, Folpex
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.004.627Edit this at Wikidata
EC Number
  • 205-088-6
KEGG
RTECS number
  • TI5685000
UNII
UN number3077 2588
  • InChI=1S/C9H4Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-4H
    Key: HKIOYBQGHSTUDB-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C(=O)N(C2=O)SC(Cl)(Cl)Cl
Properties
C9H4Cl3NO2S
Molar mass296.55 g·mol−1
Appearancewhite solid
Density1.72 g/cm3
Melting point177 °C (351 °F; 450 K) (decomp.)
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Warning
H317,H319,H332,H351,H400
P201,P202,P261,P264,P271,P272,P273,P280,P281,P302+P352,P304+P312,P304+P340,P305+P351+P338,P308+P313,P312,P321,P333+P313,P337+P313,P363,P391,P405,P501
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Folpet is the tradename for theorganic compound with the formula C6H4(CO)2NSCCl3. It is afungicide derived fromphthalimide (C6H4(CO)2N-) andtrichloromethylsulfenyl chloride. The compound is white although commercial samples can appear brownish. It is structurally related toCaptan, which is also a trichloromethylsulfenyl-containing fungicide.[1]

Resistance

[edit]

As of December 2019[update] folpet resistance is still unheard of due to its multiple effects.[2] However, in 2001 some degree ofcross-resistance was reported iniprodione-resistantSouth AfricanBotrytis cinerea ongrape.[3][4]

References

[edit]
  1. ^Franz Müller; Peter Ackermann; Paul Margot (2012). "Fungicides, Agricultural, 2. Individual Fungicides".Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH.doi:10.1002/14356007.o12_o06.ISBN 978-3-527-30673-2.
  2. ^"Folpet: the essential multi-site fungicide".ADAMA UK. 2019-12-11. Retrieved2021-03-13.
  3. ^Fourie, P.H.; Holz, G. (2001)."Incomplete Cross-Resistance to Folpet and Iprodione inBotrytis cinerea from Grapevine in South Africa".South African Journal of Enology & Viticulture.22 (1).Stellenbosch University: 3-7.doi:10.21548/22-1-2158.ISSN 2224-7904.S2CID 56014315.
  4. ^Bosch, Frank van den; Oliver, Richard; Berg, Femke van den; Paveley, Neil (2014-08-04)."Governing Principles Can Guide Fungicide-Resistance Management Tactics".Annual Review of Phytopathology.52 (1).Annual Reviews:175–195.doi:10.1146/annurev-phyto-102313-050158.ISSN 0066-4286.PMID 24848413.S2CID 36554883.
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