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  • Triadimefon
Name:Triadimefon
CAS No:43121-43-3

PRODUCT DESCRIPTION

【Name】
Triadimefon (1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4- triazol-1-yl)-2-butanone)
【CAS Registry number】
43121-43-3
【Synonyms】
1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone
Bayleton PB
Strike
Bay MEB 6447
Triadimefon [BSI:ISO]
2-Butanone, 1- (4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-
1H-1,2,4-Triazole, 1-((tert-butylcarbonyl-4-chlorophenoxy)methyl)-
1-(1,2,4-Triazoyl-1)-1-(4-chloro-phenoxy)-3,3-dimethylbutanone
2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-
Tenor
Bayleton special
BAY 6681F
Typhon
2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)- (9CI)
Nurex
5-26-01-00123 (Beilstein Handbook Reference)
MEB 6447
2-Butanone,1-(4-chlorophenoxy)-3,3- dimethyl-1-(1H-1,2,4-triazol-1-yl)-
Diametom B
Bayleton BM
1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butanone
Bayleton triple
Azocene
Amiral
Triadimefone [ISO-French]
Triadimefone
Haleton
Bayleton CF
Rofon
Bayleton
BAY-MEB-6447
Mighty
Reach
Otria 25
1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2, 4-triazol-1-yl)-butan-2-one
BAY 6681 F
Bayleton Total
2-Butanone, 1-(4-chlorophenoxy)-3, 3-dimethyl-1-(1,2,4-triazol-1-yl)-
Acizol
Miltek
Adifon
BAY-MEB 6447
EPA Pesticide Chemical Code 109901
Tidifon
1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one
Bayleton BM gel
Triazolone
Propiconazole
1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1,2,4-TRIAZOL-1-YL)-2-BUTAN-2-ONE
1-((tert-BUTYLCARBONYL-4-CHLOROPHENOXY)METHYL)-1H-1,2,4-TRIAZOLE
BUPROFEZIN
50%Triadimefon·Sulfur SC
【EINECS(EC#)】
256-103-8
【Molecular Formula】
C14H16ClN3O2 (Products with the same molecular formula)
【Molecular Weight】
293.75
【Inchi】
InChI=1/C14H16ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,13H,1-3H3
【InChIKey】
WURBVZBTWMNKQT-UHFFFAOYSA-N
【Canonical SMILES】
CC(C)(C)C(=O)C(N1C=NC=N1)OC2=CC=C(C=C2)Cl
【MOL File】
43121-43-3.mol

Chemical and Physical Properties

【Appearance】
white powder
【Density】
1.23 g/cm3
【Melting Point】
82℃
【Boiling Point】
441.9 oC at 760 mmHg
【Refractive Index】
1.579
【Flash Point】
221 oC
【Water】
0.026 g/100 mL
【Solubilities】
0.026 g/100 mL in water
【Color/Form】
Colorless solid
【Stability】
Stable to hydrolysis at 22 C. It is stable at 20 C for 7 days at ph1 and ph13.
【Storage temp】
APPROX 4°C
【Spectral properties】
Intense mass spectral peaks: 57 m/z (100%), 208 m/z (44%), 85 m/z (25%), 210 m/z (15%)
【Computed Properties】
Molecular Weight:293.74874 [g/mol]
Molecular Formula:C14H16ClN3O2
XLogP3:2.8
H-Bond Donor:0
H-Bond Acceptor:2
Rotatable Bond Count:5
Tautomer Count:2
Exact Mass:293.093104
MonoIsotopic Mass:293.093104
Topological Polar Surface Area:57
Heavy Atom Count:20
Formal Charge:0
Complexity:338
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:2
Feature 3D Cation Count:2
Feature 3D Hydrophobe Count:1
Feature 3D Ring Count:2
Effective Rotor Count:5
Conformer Sampling RMSD:0.8
CID Conformer Count:69

Safety and Handling

【Hazard Codes】
Xn,N,T,F:;
【Risk Statements】
R22
【Safety Statements 】
24-37-61-45-36/37
【HazardClass】
6.1(b)
【Safety】

Poison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl? and NOx.
Hazard Codes:?HarmfulXn,DangerousN,ToxicT,Flammable
Risk Statements: 22-43-51/53-39/23/24/25-23/24/25-11?
R22:Harmful if swallowed.?
R43:May cause sensitization by skin contact.?
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.?
R39:Danger of very serious irreversible effects.?
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.?
R11:Highly flammable. 
Safety Statements: 24-37-61-45-36/37
?S24:Avoid contact with skin.?
S37:Wear suitable gloves.?
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.?
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S36/37:Wear suitable protective clothing and gloves. 
RIDADR: 2588 
RTECS: EL7100000 
HazardClass: 6.1(b) 
PackingGroup of Triadimefon (CAS NO.43121-43-3): III

【PackingGroup 】
III
【Skin, Eye, and Respiratory Irritations】
It causes irritation if eyes are contaminated.
【Cleanup Methods】
SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a POTW is acceptable only after review by the governing authority. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must meet Hazardous Material Criteria for disposal.
【Transport】
2588
【Fire Fighting Procedures】
Water spray, foam, carbon dioxide.
【Formulations/Preparations】
Registered formulations include granular (G)(0.5-1% active ingredient), wettable powder (WP)(25-50% active ingredient), water soluble packets (50% active ingredient), liquid concentrate (LC)(0.88% active ingredient), and ready-to-use (RTU)(0.5% active ingredient).
Wettable powder; emulsifiable concentrate; paste; dustable powder; water dispersible granules
Mixtures: Triadimefon + captan; carbendazim; propineb; cymoxanil; tebucanazole; sulfur
Dry flowable, emulsifiable concentrate, granule, wettable powder.
Bonide Lawn Fungicide with Bayleton 1%; Active ingredient 1.00% Triadimefon
Bonide Disease Beater Lawn Fungicide with Bayleton Fungicide; Active ingredient 0.50% Triadimefon
Bayleton Technical Fungicide; Active ingredient 97.70% Triadimefon
Bayleton 50% Wettable Powder; Active ingredient 50.00% Triadimefon
Bayleton 50% Concentrate; Active ingredient 50.00% Triadimefon
Bayleton 216 Concentrate; Active ingredient 22.00% Triadimefon
Bayleton 1% Granular Turf and Sod Production Fungicide; Active ingredient 1.00% Triadimefon
Bayleton 50 Turf and Ornamental Fungicide in Water Soluble Packets; Active ingredient 50.00% Triadimefon
Bayleton 50 WDG Nursery and Greenhouse Systemic Fungicide; Active ingredient 50.00% Triadimefon
Armada 50 WP in Water Soluble Packaging; Active ingredients 8.33% Triadimefon and 41.67% Trifloxystrobin
Bayleton FLO Turf and Ornamental Fungicide; Active ingredient 43.00% Triadimefon
SA-50 Turf Fungicide Granular; Active ingredient 0.50% Triadimefon
SA 50 Systemic Fungicide for Turf and Ornamentals; Active ingredient 0.88% Triadimefon
Green Light Fung-Away Systemic Fungicide; Active ingredient 0.88% Triadimefon
Green Light Fung-Away Systemic Lawn Fungicide; Active ingredient 0.50% Triadimefon
Lebanon Bayleton; Active ingredient 0.50% Triadimefon
Lebanon Bayleton 1.0% G; Active ingredient 1.00% Triadimefon
Woodace HS Briquettes with 0.1% Bayleton; Active ingredient 0.01% Triadimefon
Woodace LS Briquettes with 0.05% Bayleton; Active ingredient 0.50% Triadimefon
Intercept H & G Rose, Ornamental & Lawn Systemic Disease Control; Active ingredient 0.88% Triadimefon
Bonide Disease Beater with Bayleton .5%; Active ingredient 0.50% Triadimefon
Gro-Fine Bayleton Fungicide; Active ingredient 0.50% Triadimefon
Shaw's Fungicide 100; Active ingredient 1.00% Triadimefon
The Andersons 1.0% Bayleton (R) Fungicide; Active ingredient 1.00% Triadimefon
The Andersons 0.5% Bayleton Fungicide; Active ingredient 0.50% Triadimefon
Andersons Golf Products Fungicide VII; Active ingredients 0.59% Triadimefon
Andersons Golf Products Fertilizer Plus Fungicide; Active ingredient 0.62% Triadimefon
Lesco Granular Turf Fungicide; Active ingredient 1.00% Triadimefon
Lesco Bayleton 0.5% Plus Fertilizer; Active ingredient 0.50% Triadimefon
Unicorn 1% Granular Turf Fungicide; Active ingredients 1.00% Triadimefon
Unicorn 0.5% Granular Turf Fungicide; Active ingredient 0.50% Triadimefon
Accost 1G; Active ingredient 1.00% Triadimefon
Systrex/ Nutrient; Active ingredient 0.88% Triadimefon
Triadimefon Technical; Active ingredient 99.00% Triadimefon
Bayleton BM
Bayleton BM gel
Bayleton CF
【Other Preventative Measures】
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Users should wash hands before eating, drinking, chewing gum, using tobacco, or using the toilet.
Users should remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing.
Users should remove PPE immediately after handling this product. Wash the outside of gloves before removing. As soon as possible, wash thoroughly and change into clean clothing.
Do not apply directly to water, or to areas where surface water is present or to intertidal areas below the mean water mark. Do not contaminate water when disposing of equipment washwater or rinsate.
Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. Harvesting or transplanting turfgrass grown on sodfarms is prohibited for 17 days following application.
Do not enter or allow others to enter until sprays have dried. Do not enter or allow others to enter until dusts have settled. Do not enter or allow others to enter the treated area (except those involved in watering-in) until watering-in is complete and the surface is dry.
Do not apply this product to lawns or other turfgrass.
Do not apply this product in a way that will contact any person or pet, either directly or through drift. Keep people and pets out of the area during application.
Do not apply this product in a way that will contact workers or other persons, either directly or through drift. Only protected handlers may be in the area during application.
Follow manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for washables exist, use detergent and hot water. Keep and wash PPE separately from other laundry.
Discard clothing and other absorbent materials that have been drenched or heavily contaminated with this product's concentrate. Do not reuse them.
Do not enter treated areas without protective clothing until spray has dried.
【Protective Equipment and Clothing】
Water soluble packets when used correctly qualify as a closed mixing/loading system under the Worker Protection Standard for Agricultural Pesticides [40 CFR 170.240(d)(4). Mixers and loaders using water soluble packets must: -wear the personal protective equipment required on this labeling for mixers and loaders, and -be provided, have immediately available, and wear in an emergency, such as a broken package, spill, or equipment breakdown: >chemical resistant footwear and >a NIOSH-approved respirator equipped with: -- a dust/mist filter with MSHA/NIOSH approval number prefix TC-21C or -- any N, R, P, or HE filter.
Long sleeved shirt and long pants, shoes plus socks, chemical resistant gloves, such as when mixing/loading, when using handheld equipment or handheld nozzles, when participating in dip applications, or when handling treated seed (including spreading, drying, raking, bagging, and sewing seed bags), and chemical-resistant apron, when mixing/loading, when participating in dip applications, or cleaning spills or equipment.
Wear hat, long sleeved shirt, long legged trousers or overalls during mixing, loading and application. Wear rubber or neoprene gloves and dust mask during mixing and loading.
【Specification】

?Triadimefon (CAS NO.43121-43-3), its Synonyms are 1-(1,2,4-Triazoyl-1)-1-(4-chloro-phenoxy)-3,3-dimethylbutanone ; 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)-2-butanone ; 1H-1,2,4-Triazole, 1-((tert-butylcarbonyl-4-chlorophenoxy)methyl)- ; Acizol ; Adifon ; Amiral ; Azocene ; Bayleton CF ; Bayleton Total ; Bayleton triple . It is colorless to pale yellow crystalline solid with a slight odor.

【Octanol/Water Partition Coefficient】
log Kow = 2.77
【Disposal Methods】
SRP: Criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollutant Discharge Elimination System (NPDES) permit and the permitting authority has been notified in writing prior to discharge.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Triadimefon can be produced by dichlorination of pinacolone followed by substitution with sodium p-chlorophenoxide and triazole in a one-pot reaction.
Preparation: W. Meiser et al., DE 2201063 corresponding to US 3912752 (1973, 1975 to Bayer).
Consumption Patterns

The estimated amount of triadimefon applied in the United States in 1982 and 1989 was 52 and 250 (1000 lbs AI/year), respectively.
Screening level estimates of triadimefon use in the U.S., based on data from the years 1990 through 2000, have been provided by the Agency's Biological and Economic Analysis Division. Total use averaged 135,000 lbs ai/year with an upper-end estimate of 266,000 lbs ai/year. The largest market, in terms of total pounds ai, was seen in the turf and ornamental sector.
【Usage】

Fungicide.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.
【Biomedical Effects and Toxicity】
Non-radiolabeled triadimefon (97.6% purity, [phenyl-UL-14C] triadimefon (15.78 Ci/mmole, 99.3% radiopurity); single (5 or 50 mg/kg, 5 rats/sex/dose) and multiple oral dosing (5 mg/kg, pretreat 10 rats/sex daily with non-labeled triadimefon for 14 days prior to pulsing with a single dose of 14C-triadimefon; triadimefon is rapidly absorbed, metabolized and excreted; 
Absorbed by the roots & leaves, with ready translocation in young growing tissues, but less ready translocation in older, woody tissues.
In mammals, following oral admin, 83-96% is excreted unchanged in the urine & feces within 2 to 3 days.
The percutaneous absorption of (14)C phenoxy ring labeled triadimefon was studied in adult & young male & female Sprague Dawley rats. Triadimefon was applied (41.1 to 46.4 ug/sq cm) in 0.2 mL of acetone to areas comprising 3% of the body surface (7.0 to 14.5 sq cm). Thirty six animals were treated at the initiation of each study.Groups of 3 animals were subsequently killed at 1, 4, 8, 12, 24, 48, 72, 96, 120, 144, 168, and 192 hr after treatment. Skin from the treated area as well as blood, heart, liver, kidneys, remaining carcass, urine, and feces were analyzed for (14)C by scintillation counting techniques. Based on 14 counts, triadimefon was lost more rapidly from the skin of young animals (half-life, 20 to 25 hr) than from the skin of adult animals (half-life, 29 to 53 hr). Recovery studies indicated that adult males, adult females, young males, and young females, respectively, absorbed 53, 82, 57, and 52% of the dose. The rest of the dose based on material balance was presumably lost by evaporation. Approx 2.5 to 3.9% of the dose penetrated the skin in 1 hr and was available for absorption. The rate of entry triadimefon into blood was 2 to 2.5 times faster for young than that observed in adult animals. Elimination of it from blood was faster in the case of the young animals. Triadimefon was absorbed through the skins of the adult male, adult female, young male, and young female rat, respectively, at rates of 0.20, 0.50, 0.58, and 0.48 ug/hr/sq cm of skin.
Triadimefon is absorbed across the skin.
... [(14)C] triadimefon (99.3% radiochemical purity) in polyethylene glycol was administered to 5 Wistar rats/sex/dose as a single gavage dose at 5 or 50 mg/kg or as a single gavage dose at 5 mg/kg following 14 daily doses of unlabeled triadimefon at 5 mg/kg. In addition, triadimefon was administered to a group 3 of male rats as a single gavage dose of 50 mg/kg in a preliminary study. Radioactivity was not detected in the expired air. The overall recovery of radioactivity was 97-112%. The compound was predominantly excreted (90-98% dose) within 4 days. The excretion profile of the repeated low-dose group was similar to the single low-dose group; however, the excretion profiles were sex-dependent. Over a 4 day-period, recovery in the urine was 24-28% dose in males and 57-66% in females, and recovery in feces was 63-66% in males and 32-40% in females. Thus, based on urinary excretion, absorption was at least 24% dose in males and 57% in females. Less than 1% dose remained in the body 4 days after treatment. Bioaccumulation was not indicated. Tissue residues were highest in the liver (0.088-1.94 ppm) and kidney (0.041-0.38 ppm), and were generally slightly higher in males than in females. RP-HPLC analyses revealed the presence of 15 radioactive components in the urine and 12 in the feces.
... A lactating goat was fed [phenyl- (14)C]triadimefon at 86 ppm for three consecutive days. The parent was detected at low levels in milk and fat (
In /a/ poultry study, 16 laying hens were fed [phenyl-(14)C]triadimefon at 29 ppm for three consecutive days. The parent was identified in fat and eggs (4-17% TRR) but was not detected in liver or muscle. Triadimenol and its related compounds were the major metabolites identified (totals of 41-49% TRR). The remainder of the radioactivity was identified as KWG 1342 and its related compounds (totals of 10-36% TRR), p-chlorophenol (liver and fat at 2-4% TRR), chlorophenoxytriazolyl acetic acid (muscle at 3% TRR), and KWG 1323 (fat and eggs at 3-5% TRR).

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), a Koc value ranging from 150-510(2-4), indicates that triadimefon is expected to have moderate to low mobility in soil(SRC). On September 15 and again on October 27 of 1992, triadimefon was applied to 8 field plots(sand at pH 6.7) at a rate of 11.32 g active ingredient/plot as a dispersible powder in water(5). Analysis of leachate sampled 37 cm below the soil surface found that the concentration of triadimefon was 7, 4, 9, 16, and 4 ppb on October 30, November 7, 12, 24, and December 18, respectively. Although leachate samples were collected and analyzed until June 8 1993, triadimefon was not detected after December 18(5). Volatilization of triadimefon from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 8.10X10-11 atm-cu m/mole(SRC). Triadimefon is not expected to volatilize from dry soil surfaces based upon a vapor pressure of 1.50X10-8 mm Hg(6). Soil degradation studies have indicated that triadimefon can degrade at extremely variable rates depending upon environmental factors. In particular, dry conditions seem to favor triadimefon persistence. Field studies generally indicate fairly rapid reduction of triadimefon to triadimenol which persisted in soil for more than 400 days(7). Laboratory persistence studies using a silty clay loam soil with no prior exposure to triadimefon found a soil half-life of 15 days(8), while West German field tests using various soils and conditions found half-lives ranging from 10 days to 7 months(9). Photolysis on soil surfaces may also be an important fate process. Triadimefon was applied to alluvial and laterite soil, irradiated with natural sunlight and monitored for degradation(9). Under these conditions, triadimefon had a half-life of 16.09 and 18.24 days on alluvial and laterite soil, respectively(10). Biodegradation of triadimefon applied to compost heaps had a half-life in soil, thatch, and grass of 3.9, 7.9, and 1.8 days, respectively(11). The U.S. Department of Agriculture's Pesticide Properties Database lists a soil half-life of 26 days for triadimefon(12). Laboratory persistence studies using a silty clay loam soil with no prior exposure to triadimefon found a soil half-life of 15 days(8). West German field tests in various soils and conditions found half-lives ranging from 10 days to 7 months(9). Various fungi have been found to metabolize triadimefon to triadimenol(13).
AQUATIC FATE: Based on a classification scheme(1), a Koc value ranging from 150-510(2-4), indicates that triadimefon is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(5) based upon an estimated Henry's Law constant of 8.10X10-11 atm-cu m/mole(SRC) derived from its vapor pressure, 1.50X10-8 mm Hg at 25 deg C(6), and water solubility, 7.15 mg/L(6). According to a classification scheme(7), an estimated BCF of 31(SRC), from a log Kow of 2.77(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The photo stability of triadimefon in aqueous media when irradiated with UV light (> 290 nm) in the presence of humic and fulvic acids (isolated from soil) and in their absence was studied(10). The results showed that after four hours of irradiation, 87% was degraded whereas irradiation in the presence of humic and fulvic acids resulted in 91.7 and 93.6% degradation, respectively. In control experiments (not radiated with and without humic/fulvic acids), there was no degradation(10). No aquatic biodegradation data were available.
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triadimefon, which has a vapor pressure of 1.50X10-8 mm Hg at 25 deg C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase triadimefon may be removed from the air by wet and dry deposition(SRC). Triadimefon absorbs light in the environmental spectrum. When triadimefon in aqueous media was irradiated with UV light (> 290 nm), 87% was degraded after four hours(3). Triadimefon undergoes photodegradation resulting in products that represent transformations at the carbonyl group as well as decarbonylation via alpha cleavage.

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