Triadimenol

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Chemical Identification | General Product Information | Physical & Safety Data

Chemical Identification

Common Name

Triadimenol

中文通用名

三唑醇

IUPAC

(1RS,2RS;1RS,2SR)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

CAS

β-(4-chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol

CAS No.

55219-65-3

Molecular Formula

C₁₄H₁₈ClN₃O₂

Molecular Structure

General Product Information

Category

Fungicides > Triazole fungicides

Activity

Fungicide

Premix

Trifloxystrobin+metalaxyl+triadimenol
TRIADIMENOL+TRIFLUMURON
Kresoxim-methyl+anthraquinone+fenpropimorph+triadimenol+triazoxide
CYPERMETHRIN+TRIADIMENOL
Emulsifiable concentrate, flowable, granule, seed dressing, water dispersible granule, water-oil emulsion, wettable powder. Premix Parters: butafenacil; dicamba; isoproturon;

Physical & Safety Data

Physical Properties

Molecular weight:295.8; Physical form:Colourless crystals, with a weak characteristic odour. Density:A: 1.237; B: 1.299 (22 °C); Composition:(1RS,2SR) is referred to here as diastereoisomer A; (1RS,2RS) is referred to here as diastereoisomer B. The ratio of A:B is c. 7:3. Melting point:A: 138.2 °C; B: 133.5 °C; eutectic A+B: 110 °C; ( tech., 103-120 °C); Vapour pressure:A: 6 × 10-4 mPa; B: 4 × 10-4 mPa (20 °C); Henry constant:A: 3 × 10-6; B: 4 × 10-6 (Pa m3 mol-1, 20 °C); Partition coefficient(n-octanol and water):A: logP = 3.08; B: logP = 3.28 (25 °C); Solubility:In water A: 62; B: 33 mg/l (20 °C). In dichloromethane 200-500, isopropanol 50-100, hexane 0.1-1.0, toluene 20-50 (all in g/l, 20 °C).; Stability:Both diastereoisomers are stable to hydrolysis; DT50 (20 °C) >1 y ( pH 4, 7 or 9).;

Toxicology

Oral:Acute oral LD₅₀ for rats c. 700, mice c. 1300 mg/kg. Percutaneous:Acute percutaneous LD₅₀ for rats >5000 mg/kg. Non-irritating to eyes and skin (rabbits). Inhalation: LC₅₀ (4 h) for rats >0.9 mg/l air (aerosol). ADI:( JMPR) 0.03 mg/kg b.w. [1985].

Environmental Profile

Ecotoxicology:
Algae: E_rC₅₀ for Scenedesmus subspicatus 3.7 mg/l.Bees:Non-toxic to honeybees.Birds:Acute oral LD₅₀ for bobwhite quail >2000 mg/kg.Daphnia:LC₅₀ (48 h) 51 mg/l.Fish:LC₅₀ (96 h) for golden orfe 17.4-27.3, rainbow trout 14-23.5, bluegill sunfish 15 mg/l.Worms:LC₅₀ for Eisenia foetida 772 mg/kg dry soil.

Environmental fate:
Animals:In rats, triadimenol was metabolised mainly by oxidation of the tert-butyl moiety to the corresponding alcohol and then to carboxylic acid. A small fraction of these compounds was conjugated. Oxidation at the hydroxyl group to the corresponding kSoil:In soil, triadimenol is a degradation product of triadimefon ( q.v.). Degradation involving hydrolytic cleavage leads to the formation of 4-chlorophenol. Metabolism of the individual triadimenol enantiomers proceeds at different rPlant:The most important breakdown reactions of triadimenol in plants after seed treatment and spray application are conjugation of the a.i. with various sugar compounds (especially hexose) and oxidation at the tert-butyl moiety. The res

Transport Information

Signal Word:CAUTION; Hazard Class:III(Slightly hazardous)