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Triadimefon

Triadimefon Structure
CAS No.
43121-43-3
Chemical Name:
Triadimefon
Synonyms
Tridimefon;Triadimefone;TRIADIMEPHON;TriadiMefon Standard;ROFON;NUREX;OTRIA;DAYTON;ACIZOL;Amiral
CBNumber:
CB7426290
Molecular Formula:
C14H16ClN3O2
Molecular Weight:
293.75
MOL File:
43121-43-3.mol
Modify Date:
2024/8/2 16:47:38

Triadimefon Properties

Melting point 82°C
Boiling point 441.9±55.0 °C(Predicted)
Density 1.2200
vapor pressure 2 x l0-5 Pa (20 °C)
refractive index 1.5388 (estimate)
Flash point 11 °C
storage temp. APPROX 4°C
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
form Solid
pka 1.41±0.11(Predicted)
color White to off-white
Water Solubility 0.026 g/100 mL
Merck 13,9666
BRN 619231
NIST Chemistry Reference 2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)-(43121-43-3)
EPA Substance Registry System Triadimefon (43121-43-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS09
Signal word  Danger
Hazard statements  H302-H317-H330-H410
Precautionary statements  P260-P273-P280-P301+P312-P302+P352-P304+P340+P310
Hazard Codes  Xn,N,T,F
Risk Statements  22-43-51/53-39/23/24/25-23/24/25-11
Safety Statements  24-37-61-45-36/37
RIDADR  2588
WGK Germany  2
RTECS  EL7100000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29339900
Toxicity LD50 in male, female rats (mg/kg): 568, 363 orally (Michel, Pourcharesse)
NFPA 704
0
2 0

Triadimefon price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 45693 Triadimefon PESTANAL?, analytical standard 43121-43-3 250MG ₹6332.63 2022-06-14 Buy
Product number Packaging Price Buy
45693 250MG ₹6332.63 Buy

Triadimefon Chemical Properties,Uses,Production

Description

Triadimefon has been a widely used fungicide on crops and nonfood products since the early 1970s. The metabolite triadimenol is also active and is registered separately for use as seed treatment. Triadimenol has a broad regulatory toxicology database, but its toxicity is considered to be encompassed in that of triadimefon and therefore the same study was used by the United States Environmental Protection Agency (US EPA) in establishing regulatory levels for both pesticides. In nontarget species, dopaminergic neurotoxicity is the primary effect, but with chronic exposures its toxicities include hepatic, carcinogenic, developmental, and reproductive effects.

Uses

Triadimefon is an triazole fungicide is used for the management of mango powdery mildew in South Gujarat.

General Description

Colorless to pale yellow crystalline solid with a slight odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Triadimefon is incompatible with strong oxidizing agents and acids. Reacts with acid halides and anhydrides. Also reacts with most active hydrogen compounds .

Fire Hazard

Flash point data for Triadimefon are not available; however, Triadimefon is probably combustible.

Agricultural Uses

Fungicide: 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 name

ACCOST®; ACIZOL®; AMIRAL®; BAY® 6681-F; BAYLETON®; BAY®-MEB-6447; BAYER® 6681-F; BAYER® MEB-6447; MEB 6447®; PRO-TEK®; ROFON®

Pharmacology

Triadimefon (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 Profile

Poison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx. See also KETONES.

Environmental Fate

Soil. 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 pathway

Enzymic 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.

Global( 306)Suppliers
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Monterey bayleton Tidifon Tridemifone 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1,2,4-TRIAZOL-1-YL-2-BUTANONE 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1,2,4-TRIAZOL-1-YL)BUTANONE 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)-2-BUTANONE 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanone FENXIUNIN HALETON DAYTON BAY MEB 6447 BAYLETON BAYLETON(R) ACIZOL Amiral AMIRAL(R) 1-(tert-Butylcarbonyl-(4-chlorophenoxy)methyl)-1H-1,2,4-triazole 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-1-yl)-2-butanone TRIADIMEFON, 250MG, NEAT Triadimefon solution,100ppm Triadimefon, >=96% Triadimefon:1-(4-Chlorophenoxy)-3,3-Dimethyl-1-(1-H-1,2,4-Triazol-1-Yl)-2-Butanone ROFON SAMETON MILTEK NUREX OTRIA TRIADIMEFON TYPHON 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanon 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl) butan-2-one 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)butanone 1H-1,2,4-Triazole, 1-((tert-butylcarbonyl-4-chlorophenoxy)methyl)- 2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)- 4-triazole,1-((tert-butylcarbonyl-4-chlorophenoxy)methyl)-1h-2 Azocene 3,3-dimethyl-1-(1H-1,2,4-triazole-1-yl)-1- (4-chlorophenoxy)butan-2-one triadimefon (ISO) 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butanone Triadimefon E.C. Triadimefon W.P. 3,3-dimethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-1-butanone Bayer 6588 Triadimefon 0 TRIADIMEFON PESTANAL, 250 MG TRIADIMEFON, 500MG, NEAT 1-(4-Chloro-phenoxy)-3,3-dimethyl-1-(1,2,4-triazo-1-yl) butan-2-one 2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)- triadimefon (bsi,iso)bayleton triadimefon solution 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOLE -1-YL)-2-BUTANONE/TRIADIMEFON 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL). BAY 6681F bay6681f Bayleton 250 EC Bayleton 5 Bayleton special bayletonbm