79983-71-4

Hazard Information

Chemical Properties

Off-White to Pale Yellow Solid

Usage

Hexaconazole is a systematic fungicide of the triazole class. Hexaconazole has a broad spectrum antifungal activity and is commonly used in the control of apple, coffee and peanut diseases.

Uses

Agricultural fungicide.

Uses

Hexaconazole is a systematic fungicide of the triazole class. Hexaconazole has a broad spectrum antifungal activity and is commonly used in the control of apple, coffee and peanut diseases.

Uses

Hexaconazole is a systemic fungicide used for the control of many fungi, particularly Ascomycetes and Basidiomycetes on a variety of crops. It controls powdery mildews, scabs and rusts of vines, pome fruits, vegetables and major diseases of small grain cereals.

Definition

ChEBI: 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol is a member of the class of triazoles that is 1-hexyl-1H-1,2,4-triazole in which the hydrogens at position 2 of the hexyl chain are replaced by hydroxy and 2,4-dichlorophenyl groups. It has a role as a chelator. It is a tertiary alcohol, a member of triazoles and a dichlorobenzene.

Mechanism of action

Broad-spectrum, systemic with protective and curative action. Disrupts membrane function. Sterol biosynthesis inhibitor.

Synthesis

693-03-8

58905-16-1

79983-71-4

General procedure: butylmagnesium bromide was prepared according to the literature method. Under nitrogen protection, magnesium bromide diethyl ether compound (0.28 g, 1.08 mmol) was slowly added to a dichloromethane solution (2 mL) of (2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-ethanone (0.10 g, 0.45 mmol) in stirring. The reaction mixture was stirred at room temperature for 90 min and then cooled to 0°C, followed by the slow dropwise addition of an ether solution of methylmagnesium bromide (3.0 M, 0.41 mL, 1.21 mmol). The reaction system was slowly warmed to room temperature and stirring was continued for 12 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution (2 mL) and extracted with dichloromethane (3 x 5 mL). The organic phases were combined and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: methanol/dichloromethane=5:95, Rf=0.20) to afford the target compound 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol (0.035 g, 33% yield) as a white solid.

Metabolic pathway

Metabolism of hexaconazole in plants involves primarily oxidation of the alkyl side chain.

Degradation

Hexaconazole is stable for at least 6 years at ambient temperature. It is stable to hydrolysis and photolysis in water.

Pesticide Type

Fungicide

Questions And Answer

• Description

  Hexaconazole is a kind of broad-spectrum systemic trazole fungicide. It can be used for the treatment of many kind of fungi diseases caused by ascomycetes, basidiomycetes, and imperfect fungi. It is especially suitable for the treatment of fungi diseases such as powdery mildew, rust, scab, brown blotch and anthracnose caused by ascomycetes and basidiomycetes. In China, India and some other Asian countries, it is mainly used for the control of rice sheath blight. It is applicable to apples, grapes, bananas, vegetables, peanuts, and cereal crops as well as ornament plants. Its mechanism of action is through inhibiting the biosynthesis of ergosterol (a key component of the fungi membrane) of fungi.  ;

• References

  https://en.wikipedia.org/wiki/Hexaconazole
  http://xb-agrochemical.com/3-5-hexaconazole.html/130471
  http://krepl.in/wp-content/uploads/2014/10/KRIZOLE-5.pdf ;

Spectrum Detail

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