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Triadimenol

CAS No.
55219-65-3
Chemical Name:
Triadimenol
Synonyms
1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)BUTAN-2-OL;b-(4-Chlorophenoxy)-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol;SAMET;uk199;SUMMIT;BAYTAN;TRIADIM;kwg0519;triafol;baytoan
CBNumber:
CB3495832
Molecular Formula:
C14H18ClN3O2
Molecular Weight:
295.76
MDL Number:
MFCD00055507
MOL File:
55219-65-3.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:54

Triadimenol Properties

Melting point 112-117°
Boiling point 465.4±55.0 °C(Predicted)
Density 1.2990 (rough estimate)
vapor pressure A 6 x l0-7 Pa (20 °C); B 4 x l0-7 Pa (20 °C)
refractive index 1.5270 (estimate)
Flash point 2 °C
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
Water Solubility A 62 mg l-1 (20 °C); B 33 mg l-1(20 °C)
pka 13.29±0.20(Predicted)
color White to Off-White
Merck 13,9667
BRN 616470
LogP 2.900
CAS DataBase Reference 55219-65-3(CAS DataBase Reference)
FDA UNII NFR7MRD9NM
NIST Chemistry Reference Triadimenol(55219-65-3)
EPA Substance Registry System Triadimenol (55219-65-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H360D-H362-H411
Precautionary statements  P202-P260-P263-P273-P301+P312-P308+P313
Hazard Codes  Xn,F,T
Risk Statements  22-52/53-36-20/21/22-11-23-20/22
Safety Statements  22-61-36-26-45
RIDADR  2588
WGK Germany  2
RTECS  KK2200000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29339900
Toxicity LD50 in male, female rats (mg/kg): 1161, 1105 orally; >5000 dermally, 24-hr; LD50 in quail: >10000 mg/kg (Frohberger)
NFPA 704
0
3 0

Triadimenol price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 46138 Triadimenol mixture of diastereomers A and B 55219-65-3 250mg $73 2024-03-01 Buy
Sigma-Aldrich 38878 Triadimenol certified reference material, TraceCERT? 55219-65-3 50MG $97.4 2024-03-01 Buy
Cayman Chemical 24216 Triadimenol ≥98% 55219-65-3 250mg $34 2024-03-01 Buy
Cayman Chemical 24216 Triadimenol ≥98% 55219-65-3 500mg $63 2024-03-01 Buy
TRC C375060 β-(4-Chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol(MixtureofDiastereomers)(Triadimenol) 55219-65-3 10g $375 2021-12-16 Buy
Product number Packaging Price Buy
46138 250mg $73 Buy
38878 50MG $97.4 Buy
24216 250mg $34 Buy
24216 500mg $63 Buy
C375060 10g $375 Buy

Triadimenol Chemical Properties,Uses,Production

Chemical properties

The pure triadimenol is white, tasteless fine crystalline powder. m.p.: 112 ° C, vapor pressure: 1 × 10 -3 Pa (20 ° C). Solubility in organic solvents: cyclohexane 40%, isopropanol 15%, methylene chloride 10%, toluene 4%; Solubility in water: 0.12g / L. Stable in neutral or weak acid medium, easy to break down when boiled in strong acidic medium.

Uses

It is a systemic broad-spectrum seed treatment fungicide which can kill pathogens attached to the internal and external surface of seed. It works through the inhibition of fungal ergosterol biosynthesis. It’s used on cereal grains to control powdery mildew and smut diseases such as loose smut, stinking smut and root rot on wheat, loose smut, rust, leaf stripe disease and net blotch etc on barley, and it is more than 90% effective when 100kg of seeds are treated with 30 ~ 50g of 25% DS. It is more than 90% effective when 100kg of seeds are treated with 42 ~ 75g of 25% DS to control smut on corn and sorghum head smut. If 100kg of seeds are treated with 30g of triadimenol and 5g of furidazol, it will be 92% to 100% effective for the control of loose smut, stripe disease, net blotch and root rot on spring barley , loose smut, stinking smut, snow mold on winter wheat, and leaf stripe disease, loose smut on spring oat.
Triadimenol is a broad-spectrum fungicide with high efficiency and low toxicity. It is used on wheat and rice to control rust, powdery mildew, sheath blight and other diseases, and has a significant yield increasing effect. It can be also used as a cereal seed treatment and for the control of cereal smut.

Toxicity

The acute oral toxicity LD50 in rats was 1161 mg / kg (female), 1105 mg / kg (male). The acute oral toxicity LD50 in mice was 1300 mg / kg (male & female). No effect dose for dogs and rats during 90 days feeding test: 600mg / kg • d. The acute inhalation The LC50 in goldfish and rainbow trout was 10~15mg/L and 23.5mg/L respectively (both 96 hours). The LD50 in quail was > 1000mg / kg. No effect on bees.

Preparation method

Mostly, using triadimefon as the starting material , triadimenol is prepared through different reduction processes.
1. Reduction by hydrogen in the presence of a catalyst and any polar solvent, or reduction by aluminum isopropoxide in the presence of a solvent:
Reduction by hydrogen in the presence of a catalyst and any polar solvent, or reduction by aluminum isopropoxide in the presence of a solvent
2. Reduction by borohydride in the presence of any polar solvent.
3. Reduction by formamidine sulfinic acid and alkali metal hydroxide in the presence of any polar solvent:
Reduction by formamidine sulfinic acid and alkali metal hydroxide in the presence of any polar solvent
4. Reduction by using formic acid - triethylamine adduct as a reducing agent:
Reduction by using formic acid - triethylamine adduct as a reducing agent

Description

Triadimenol is a metabolite of triadimefon , a broad-spectrum chiral triazole fungicide, that is formed by reduction of a carbonyl group to the corresponding alcohol. It is teratogenic, inducing cranial nerve and ganglia abnormalities in a rat post-implantation whole embryo culture model when used at concentrations ranging from 12.5 to 125 μM. In vivo, triadimenol induces embryotoxicity in rats and rabbits when administered orally at doses of 100 and 40 mg/kg, respectively. Embryonic exposure to triadimenol (3-3,000 μg/L) induces embryonic mortality as well as decreases fertility and increases the number of female offspring in medaka fish (O. latipes).

Uses

Systemic agricultural fungicide; cereal seed protectant.

Uses

β-(4-Chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol is a agricultural fungicide that is systemically active against powdery mildews and rusts of grains.

Uses

Triadimenol is used for the control of powdery mildews, rusts and Rhynchosporium in cereals, and also as a seed treatment to control bunt, smut and other cereal diseases. It is also used on vines, hops, coffee, tomatoes, vegetables, fruit, tobacco, sugar cane, ornamentals and other crops, mainly against powdery mildews, rusts and various leaf spot diseases.

Definition

ChEBI: A member of the class of triazoles that is 3,3-dimethyl-1-(1,2,4-triazol-1-yl)butane-1,2-diol substituted at position O1 by a 4-chlorophenyl group. A fungicide for cereals, beet and brassicas used to control a range of diseases including powdery mildew, ru ts, bunts and smuts.

Agricultural Uses

Fungicide: Triadimenol is used to control seed-and soil-borne diseases and to provide early season control of foliar diseases. It is applied to seeds of barley, corn, oats, rye, sorghum and wheat and also to fruits, vegetables and ornamentals. Registered for use in EU countries . Registered for use in the U.S. U.S. Maximum Allowable Residue Levels for Triadimenol

Trade name

BAYFIDAN®; BAYFRDAN EW®; BAY KWG 0519®; BAYTAN® SEED TREATMENT; BAYTAN 30® FUNGICIDE; PROTEGE ALLEGIANCE BAYTAN®; SPINNAKER®; SUMMIT®; TRIADIMENOL®; TRIAFOL®; TRIAPHOL®

Metabolic pathway

When triadimenol is irradiated by UV light in methanol solution, two major degradation products are identified as 1-(4-chlorophenoxy)-3,3-dimethylbutan-2-one and 1-phenoxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan- 2-ol. When a spray deposit on apple leaves is exposed outdoors to natural sunlight, the only product detected is the butanone metabolite. The butanone metabolite has very low fungicidal activity against apple powdery mildew, whereas the butanol metabolite gives some control of infection.

Degradation

When a methanolic solution of triadimenol (1) in borosilicate glass apparatus was irradiated by a medium pressure mercury lamp for 20 days, 50% of the triadimenol was photodegraded. The products identified were 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H -1,2,4-triazol-1-yl)butan-2- one (major product) (2), 4-chlorophenol (3) and 1-phenoxy-3,3-dimethyl- 1-(1H-1,2,4-triazol-1-yl)butan-2-ol(4 ). When triadimenol was irradiated as a solid deposit, 55% of the parent compound was recovered after 18 days and the same products were identified. Losses may be accounted for by volatilisation or photodegradation (Clark and Watkins, 1986) (Scheme 1). The only major product detected 33 days after triadimenol had been applied to apple tree leaf surfaces exposed to light outdoors was 2.

Triadimenol Preparation Products And Raw materials

Global( 188)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Hebei Guanlang Biotechnology Co,.LTD
+8619930503252 daisy@crovellbio.com China 5964 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58
Henan Alfa Chemical Co., Ltd
+8618339805032 alfa4@alfachem.cn China 12755 58

View Lastest Price from Triadimenol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Triadimenol pictures 2023-03-06 Triadimenol
55219-65-3
US $10.70 / Kg/Drum 10g 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
Triadimenol pictures 2019-07-06 Triadimenol
55219-65-3
US $1.00 / kg 1g 99% 100KG Career Henan Chemical Co
  • Triadimenol pictures
  • Triadimenol
    55219-65-3
  • US $10.70 / Kg/Drum
  • 99%
  • Hebei Guanlang Biotechnology Co,.LTD
  • Triadimenol pictures
  • Triadimenol
    55219-65-3
  • US $1.00 / kg
  • 99%
  • Career Henan Chemical Co
a-tert-Butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1,2,4-TRIAZOL-1-YL)-BUTANOL 2-(4-Chlorophenoxy)-1-tert-butyl-2-(1H-1,2,4-triazol-1-yl)ethanol Triadimenol Standard PRODIMENOL SAMET SUMMIT TRIADIMENOL ISOMER A TRIADIM TRIADIMENOL ACIZOL SUPER alpha-tert-butyl-beta-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol BAYFIDAN BAYTAN BAYTAN (TM) (1rs,2rs,1rs,2sr)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl) 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol 1H-1,2,4-Triazole-1-ethanol, beta-(4-chlorophenoxy)-alpha-(1,1-dimethylethyl)- Baytan (TM) 250mg [55219-65-3] β-(4-Chlorophenoxy)-α-(1,1-diMethylethyl)-1H-1,2,4-triazole-1-ethanol (Mixture of DiastereoMers) 2-(4-chlorophenoxy)-1-tert-butyl-2-(1h-1,2,4-triazole-1-yl)-ethano 2-(4-Chlorophenoxy)-1-tert-butyl-2-(1H-1,2,4-triazole-1-yl)ethanol a-(4-chlorophenoxy)-b-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol BAY KWG 0519 bayfrdanew baykwg0519 baytan15 baytantf3479b beta-(4-Chlorophenoxy)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol kwg0519 Spinnaker triafol triaphol uk199 α-(4-chlorophenoxy)-β-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol BAYTAN, 250MG, NEAT TRIADIMENOL CYPROCONAZOL MIXTURE OF DIAS TEREOMERS A AND B, PESTANAL,250 MG SS-(4-CHLOROPHENOXY)-A-(1,1-DIMETHYLETHYL)-1H-1,2,4-TRIAZOLE-1-ETHANOL baytoan triadimenol (bsi,iso) α-tert-butyl-β-(4-chlorophenoxy)-1h-1,2,4-triazole-1-ethanol 1-(4-CHLOROPHENOXY)-1(1H-1,2,4-TRIAZOLE)-3-METHYL-2-BUTYL ALCOHOL /TRIADIMENOL BETA-(4-CHLOROPHENOXY)-ALPHA-(1,1-DIMETHYLETHYL)-1H-1,2,4-. 3,3-dimethyl-1-(1H-1,2,4-triazole-1-yl)-1- (4-chlorophenoxy)butan-2-ol Triadimenol, α-tert-Butyl-β-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol Triadimenol 0 Triadimenol(mixture of isomers) Triadimenol Solution, 1000ppm β-(4-Chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol (Mixture of Diastereomers) (Triadimenol) Triadimenol @100 μg/mL in MeOH Triadimenol Standard(mixture of isomers) Triadimenol@1000 μg/mL in Acetonitrile 1H-1,2,4-Triazole-1-ethanol, β-(4-chlorophenoxy)-α-(1,1-dimethylethyl)- β-(4-Chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol(Mixture of Diastereomers) riadimenol Triadimenol 13C6 b-(4-Chlorophenoxy)-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol 1-(4-CHLOROPHENOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)BUTAN-2-OL