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Penconazole

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Penconazole Basic information

Product Name:
Penconazole
Synonyms:
  • 1-[2-(2,4-Dichlorophenyl)-n-pentyl]-1H-1,2,4-triazole
  • 1-[2-(2,4-DICHLOROPHENYL)PENTYL]-1,2,4-TRIAZOLE
  • 1-[2-(2,4-DICHLOROPHENYL)PENTYL]-1H-1,2,4-TRIAZOLE
  • PENCONAZOL
  • PENCONAZOLE
  • 4-triazole,1-(2-(2,4-dichlorophenyl)pentyl)-1h-2
  • cga71818
  • onmex
CAS:
66246-88-6
MF:
C13H15Cl2N3
MW:
284.18
EINECS:
266-275-6
Product Categories:
  • Alpha sort
  • ConazolesPesticides&Metabolites
  • Fungicides
  • N-PAlphabetic
  • P
  • PA - PEN
  • FUNGICIDE
  • Pesticides
Mol File:
66246-88-6.mol
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Penconazole Chemical Properties

Melting point:
58.5 °C
Boiling point:
436.06°C (rough estimate)
Density 
1.2556 (rough estimate)
vapor pressure 
3.7 x l0-4 Pa (25 °C)
refractive index 
1.6300 (estimate)
Flash point:
100 °C
storage temp. 
0-6°C
solubility 
DMSO: 100 mg/mL (351.89 mM)
pka
2.80±0.10(Predicted)
Water Solubility 
73 mg l-1 (25 °C)
color 
White
BRN 
541488
LogP
3.660 (est)
CAS DataBase Reference
66246-88-6(CAS DataBase Reference)
EPA Substance Registry System
Penconazole (66246-88-6)
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Safety Information

Safety Statements 
22-24/25
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
2
RTECS 
XZ4615000
HS Code 
29339900
Toxicity
LD50 skn-rat: >3 g/kg DOVEAA 38,195,84
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Penconazole Usage And Synthesis

Uses

Penconazole is used for the control of powdery mildew, pome fruit scab and other pathogenic Ascomycetes, Basidiomycetes and Deuteromycetes on vines, cucurbits, pome fruit, stone fruit, ornamentals, hops, tobacco and vegetables.

Uses

Penconazole is an conazole based fungicide that works by inhibiting cell membrane ergosterol biosynthesis, thus stopping the development of fungi.

Definition

ChEBI: 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole is a member of the classof triazoles that is 1,2,4-triazole substituted at position 1 by a 2-(2,4-dichlorophenyl)pentyl group. It is a dichlorobenzene and a member of triazoles.

Agricultural Uses

Fungicide: Penconazole is a systemic fungicide used to control powdery mildew. It is used on apples and grapes and other fruits, hops, tobacco, ornamentals and on vegetables. Not currently registered in the U.S. Reported to be used in most European countries. Currently, there are more than 30 global suppliers.

Trade name

AWARD®; CGA-71818®; ONMEX®; TOPAS®; TOPAS-C®; TOPAS-MZ®; TOPAZ®; TOPAZE®; TOPAZE-C®; TOPENCO 100EC®

Safety Profile

Moderately toxic by ingestion and skin contact. When heated to decomposition it emits toxic vapors of NOx and Clí.

Metabolic pathway

Penconazole is metabolised in plants by hydroxylation of the propyl side chain and conjugation or metabolism to triazolylalanine and triazolylacetic acid. It is quite persistent in soils but degradation by sunlight requires only a few days. It is eliminated rapidly from mammals.

Degradation

Penconazole (1) is stable to hydrolysis at pH 1-13 and at temperatures up to 350 °C. It is degraded in sunlight with a DT50 of 4 days in natural sunlight. Its photochemical reactions have been studied. On irradiation with light of wavelengths greater than 280 nm (high-pressure mercury lamp with filter), the major reaction was the formation of a cyclised product (2) (Scheme 1). Irradiation under the same conditions in isopropanol gave mainly 2 and 3 (a dechlorinated product). After 8 hours, yields were 29.8% of 2 and 12.3% of 3 respectively. The product 3 alone photodegraded only slowly but 2 was completely photolysed within 3 hours to further products, indicating its role as an intermediate in the photolytic pathways (Schwack and Hartmann, 1992, 1994). In the presence of isopropanol, photodehalogenation of 3 to 4 competed with substitution of a solvent molecule to give a low yield (

PenconazoleSupplier

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