Triadimefon CAS:43121-43-3

  • Product Name:Triadimefon
  • CAS:43121-43-3
  • Molecular formula:C14H16ClN3O2
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Triadimefon CAS:43121-43-3

Triadimefon CAS:43121-43-3 Basic information

Product Name: Triadimefon
Synonyms: BAY 6681F;bay6681f;Bayleton 250 EC;Bayleton 5;Bayleton special;bayletonbm;bayletonbmgel;bayletoncf
CAS: 43121-43-3
MF: C14H16ClN3O2
MW: 293.75
EINECS: 256-103-8
Product Categories: Pharmaceutical intermediates;FUNGICIDE;2000/60/EC;Alpha sort;ConazolesMethod Specific;Endocrine Disruptors (Draft)Pesticides&Metabolites;EPA;European Community: ISO and DIN;Fungicides;Pesticides;Q-ZAlphabetic;TP - TZMethod Specific;Endocrine D
Mol File: 43121-43-3.mol

Triadimefon CAS:43121-43-3 Chemical Properties

density: 1.2200
Melting point: 82°C
Boiling point: 441.9±55.0 °C(Predicted)
form: neat
storage temp.: APPROX 4°C
Water Solubility: 0.026 g/100 mL
refractive index: 1.5388 (estimate)
pka: 1.41±0.11(Predicted)
BRN: 619231
Fp: 11 °C
NIST Chemistry Reference: 2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)-(43121-43-3)
Merck: 13,9666
vapor pressure: 2 x l0-5 Pa (20 °C)
EPA Substance Registry System: Triadimefon (43121-43-3)

Item 检验项目

Requirement 标准

Result 结果

Appearance 外观

Off-white powder

类白色粉末

Off-white powder

类白色粉末

Content 含量%

95.0

97.35

Water 水分%

0.5

0.22

p-chlorophenol对氯苯酚%

0.1

0.07

Acidity酸度(H2SO4)%

0.5

0.33

Acetone Insoluble Content丙酮不溶物%

0.5

0.09

Conclusion检定结论:

Qualified    

Triadimefon Usage And Synthesis
Usesantifungal, P450 inhibitor
UsesTriadimefon is an triazole fungicide is used for the management of mango powdery mildew in South Gujarat.
UsesSystemic agricultural fungicide.
UsesSystemic fungicide used to control mildews and rusts that attack coffee, cereals, stone fruit, grapes and ornamentals.
UsesTriadimefon is used for the control of powdery mildews in cereals, pome fruit, stone fruit, berry fruit, vines, hops, cucurbits, tomatoes, vegetables, sugar beet, mangoes, ornamentals, turf, flowers, shrubs and trees, Monilinia spp. in stone fruit, black rot of grapes, leaf blotch, leaf spot and snow mould in cereals, pineapple disease butt rot in pineapples and sugar cane, leaf spots and flower blight in flowers, shrubs and trees and many other diseases of turf.
General DescriptionColorless to pale yellow crystalline solid with a slight odor.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileTriadimefon is incompatible with strong oxidizing agents and acids. Reacts with acid halides and anhydrides. Also reacts with most active hydrogen compounds .
Fire HazardFlash point data for Triadimefon are not available; however, Triadimefon is probably combustible.
Agricultural UsesFungicide: Triadimefon is a systemic fungicide that is used to control powdery mildews, rusts, and other fungi on coffee, seed grasses, cereals, fruits, grapes, vegetables, vines, pineapple, sugar cane, sugar beets, turf, shrubs, and trees. Not approved for use in EU countries. Registered for use in the U.S. U.S. Maximum Allowable Residue Levels for Triadimefon
Trade nameACCOST®; ACIZOL®; AMIRAL®; BAY® 6681-F; BAYLETON®; BAY®-MEB-6447; BAYER® 6681-F; BAYER® MEB-6447; MEB 6447®; PRO-TEK®; ROFON®
PharmacologyTriadimefon (36) and its alcohol analog triadimenol (37) have been intensively investigated to determine the influence of their enantiomeric difference on fungicidal activity. Between stereoisomeric triadimefon, no significant difference is observed in their fungicidal activity. However, triadimenol, which shows a much higher fungicidal activity than triadimefon, exhibits a clear stereochemistry-dependent activity difference. Greater fungicidal activity is possessed by the (1S, 2R)-isomer (28).
Safety ProfilePoison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx. See also KETONES.
Environmental FateSoil. In a culture study, the microorganism Aspergillus niger degraded 32% of tri- adimefon to triadimenol after 5 days (Clark et al., 1978).
Plant. In soils and plants, triadimefon degrades to triadimenol (Clark et al., 1978; Rouchaud et al., 1981). In barley plants, triadimefon was metabolized to triadimenol and p-chlorophenol (Rouchaud et al., 1981; Rouchaud, 1982). In the grains an
Photolytic. When triadimefon was subjected to UV light for one week, p-chlorophenol, 4-chlorophenyl methyl carbamate and a 1,2,4-triazole formed as products (Clark et al., 1978).
Metabolic pathwayEnzymic reduction of triadimefon is an important pathway in plants, soils and fungi and may be regarded as an activation process, which produces fungicidally active triadimenol. Two diastereoisomers of triadimenol, A and B [( 1RS,2SR)-l-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl) butan-2-ol is referred to as diastereoisomer A; 1RS,2RS- is referred to as diastereoisomer β], are produced in different amounts by plants and fungi and the proportions may differ within the plant. Similar metabolic pathways are followed in mammals where reduction of the keto group yields triadimenol as the principal metabolite and oxidation of the butyl group gives alcohol and carboxylic acid derivatives.
DegradationTriadimefon is stable to hydrolysis with a DT50 of more than 1 year at pH 3,6 and 9 (22 °C).
On photolysis in methanol in borosilicate glass apparatus using a medium pressure mercury lamp, triadimefon undergoes cleavage of the C-1-N bond giving 1,2,4-triazole (2), 4-chlorophenyl methyl carbonate (3) and 4-chlorophenol(4) (Clark et al., 1978) (Scheme 1).
Sensitised photolysis of triadimefon irradiated by light from a highpressure mercury lamp, with a Pyrex filter to exclude wavelengths below 290 nm, in the presence of fulvic acid and humic acid gave a variety of products. In water, the products formed were 4 and a dihydroxychlorobenzene (5). Although there are some ambiguities in the report concerning the allocation of structures to the compounds obtained, these included a dihydroxybenzaldehyde (6) and 5-chlorosalicylaldehyde (7). Major products in the presence of fulvic acid were 4 and a dihydroxychlorobenzene (5). In the presence of humic acid 4,5, a dihydroxybenzaldehyde (6) and 1-phenoxy-33-dimethyl-1- ( 1H-1,2,4-triazol-l- yl) -2-butanone (8) were formed (Moza et al., 1995).


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