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83657-18-5

83657-18-5 Structure

83657-18-5 Structure
IdentificationBack Directory
[Name]

Diniconazole M
[CAS]

83657-18-5
[Synonyms]

(R)-S 3308
Diniconazole M
Diniconazole-m [iso]
(E,3R)-1-(2,4-Dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol
(E,R)-1-(2,4-Dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-ol
(1E,3R)-1-(2,4-Dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazole-1-yl)-1-pentene-3-ol
1H-1,2,4-Triazole-1-ethanol, beta-((2,4-dichlorophenyl)methylene)-alpha-(1,1-dimethylethyl)-,(R-(E))-
1H-1,2,4-Triazole-1-ethanol, beta-((2,4-dichlorophenyl)methylene)-alpha-(1,1-dimethylethyl)-, (alphar,betae)-
[Molecular Formula]

C15H17Cl2N3O
[MDL Number]

MFCD01678624
[MOL File]

83657-18-5.mol
[Molecular Weight]

326.22
Chemical PropertiesBack Directory
[Melting point ]

160-161°
[alpha ]

D24 -31.7° (c = 1 in CHCl3)
[Boiling point ]

501.1±60.0 °C(Predicted)
[density ]

1.4192 (rough estimate)
[refractive index ]

1.5490 (estimate)
[pka]

12.89±0.20(Predicted)
[EPA Substance Registry System]

Diniconazole (83657-18-5)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H361-H370-H410-H302-H373
[Precautionary statements ]

P260-P264-P270-P307+P311-P321-P405-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P273-P391-P501-P260-P314-P501
Hazard InformationBack Directory
[Definition]

ChEBI: A (1E)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol that is the active S-enantiomer of diniconazole. A fungicide used to control a range of diseases including mildew, bunts and smuts.
[Production Methods]

Commercial information on diniconazole M manufacturing is limited, but the available chemistry and regulatory documentation infer that its commercial production follows the same triazole azole fungicide logic: construction of the 2,4 dichlorophenyl moiety, formation of the triazolyl penten ol side chain, and an enantioselective resolution or asymmetric synthesis step to obtain the M isomer. Publicly available synthesis descriptions for diniconazole show multi step assembly of the chiral alcohol intermediate from 2,4 dichlorobenzaldehyde and triazole precursors, followed by chiral reduction or resolution to isolate the desired enantiomer
[Mechanism of action]

Systemic with curative and protective action. Inhibits the demethylation of steroids distrupting ergosterol biosynthesis.
[Pesticide Type]

Fungicide
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