Folpet

Names
Preferred IUPAC name

2-[(Tricloromethyl)sulfanyl]-1H-isoindole-1,3(2H)-dione

Other names

N-(Trichloromethylthio)phthalimide, Orthophaltan, Phaltan, Faltan, Folpan, Faltex, Folpex

Identifiers

CAS Number

* 133-07-3

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:82019

ChEMBL |

* ChEMBL1883819

EC Number |

* 205-088-6

KEGG |

* C18860

PubChem CID

* 8607

RTECS number |

* TI5685000

UNII |

* X5NFK36917

UN number | 3077 2588

InChI

* 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

SMILES

* C1=CC=C2C(=C1)C(=O)N(C2=O)SC(Cl)(Cl)Cl

Properties

Chemical formula

| C9H4Cl3NO2S
Molar mass | 296.55 g·mol−1
Appearance  | white solid
Density | 1.72 g/cm3
Melting point |  177 °C (351 °F; 450 K) (decomp.)
Hazards
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H317, H319, H332, H351, H400

GHS precautionary statements

| P201, P202, P261, P264, P271, P272, P273, P280, P281, P302+352, P304+312, P304+340, P305+351+338, P308+313, P312, P321, P333+313, P337+313, P363, P391, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Folpet is the tradename for the organic compound with the formula C6H4(CO)2NSCCl3. It is a fungicide derived from phthalimide (C6H4(CO)2N-) and trichloromethylsulfenyl chloride. The compound is white although commercial samples can appear brownish. It is structurally related to Captan, which is also a trichloromethylsulfenyl-containing fungicide.[1]

## Resistance

(As of December 2019) folpet resistance is still unheard of due to its multiple effects.[2] However, in 2001 some degree of cross-resistance was reported in iprodione-resistant South Africa n Botrytis cinerea on grape.[3][4]

## References

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 978-3527306732.
2. ↑ "Folpet: the essential multi-site fungicide". 2019-12-11. http://www.adama.com/uk/en/news-and-media/adama-news/folpet-the-essential-multi-site-fungicide.
3. ↑ Fourie, P.H.; Holz, G. (2001). "Incomplete Cross-Resistance to Folpet and Iprodione in Botrytis cinerea from Grapevine in South Africa". South African Journal of Enology & Viticulture (Stellenbosch University) 22 (1): 3-7. doi:10.21548/22-1-2158. ISSN 2224-7904.
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 (Annual Reviews) 52 (1): 175–195. doi:10.1146/annurev-phyto-102313-050158. ISSN 0066-4286. PMID 24848413.

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Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Folpet&oldid=2213997"
*[CID]: Compound ID
*[H317]: May cause an allergic skin reaction
*[H319]: Causes serious eye irritation
*[H332]: Harmful if inhaled
*[H351]: Suspected of causing cancer
*[H400]: Very toxic to aquatic life
*[P201]: Obtain special instructions before use
*[P202]: Do not handle until all safety precautions have been read and understood
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P271]: Use only outdoors or in a well-ventilated area
*[P272]: Contaminated work clothing should not be allowed out of the workplace
*[P273]: Avoid release to the environment
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P281]: Use personal protective equipment as required
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P304+312]: IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P308+313]: IF exposed or concerned: Get medical advice/attention
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P333+313]: If skin irritation or a rash occurs: Get medical advice/attention
*[P337+313]: Get medical advice/attention
*[P363]: Wash contaminated clothing before reuse
*[P391]: Collect spillage
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …