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221627-81-2

221627-81-2 Structure

221627-81-2 Structure
IdentificationBack Directory
[Name]

(R)-Hexaconazole
[CAS]

221627-81-2
[Synonyms]

1H-1,2,4-Triazole-1-ethanol, α-butyl-α-(2,4-dichlorophenyl)-, (αR)-
[Molecular Formula]

C14H17Cl2N3O
[MOL File]

221627-81-2.mol
[Molecular Weight]

314.21
Chemical PropertiesBack Directory
[Boiling point ]

490.3±55.0 °C(Predicted)
[density ]

1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
[pka]

12.26±0.29(Predicted)
Hazard InformationBack Directory
[Description]

Little data is available for this specific isomer but is available for the isomer mixture. Hexaconazole is a fungicide used to control powdery mildew, scabs and rusts. It has a low aqueous solubility and a low viscosity. It tends to be environmentally persistent in both soil and aquatic systems. It is moderately toxic to birds, fish, aquatic invertebrates, algae and earthworms but has a low toxicity to honeybees. It has a low mammalian toxicity and no information on other health issues has been identified although it may be a skin and eye irritant.
[Production Methods]

(R)-hexaconazole is produced using a chiral-controlled triazole fungicide process in which the two key fragments, the halogenated phenyl unit and the chiral 1,2,4-triazole-containing side chain, are built separately and then coupled under conditions that preserve enantiomeric purity. Commercial manufacture begins with constructing the dichlorophenyl ether core, while the chiral alcohol intermediate is prepared through asymmetric synthesis or resolution to ensure the desired R-configuration. These intermediates are then joined through nucleophilic substitution or ether-forming chemistry, followed by purification and crystallisation steps designed to maintain high optical purity.
[Mechanism of action]

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

Fungicide
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