119446-68-3 Usage
Description
Difenoconazole is a kind of triazole-type fungicide. It is a broad-spectrum triazole fungicide. It takes effect through acting as the inhibitor of sterol 14α-demethylase, blocking the biosynthesis of sterol. Through inhibiting the sterol biosynthesis process, it inhibits the mycelia growth and germination of pathogens by spores, ultimately suppressing the proliferation of fungi. Difenoconazole has been extensively used in a wide range of crops in many countries due to its ability to control various fungal diseases. It is also one of the most important and widely-used pesticides for disease control in rice.
Uses
Different sources of media describe the Uses of 119446-68-3 differently. You can refer to the following data:
1. Agricultural fungicide.
2. Pestanal is an fungicide that exhibits a broad spectrum of activities against a wide variety of fungi including members of the Aschomycetes, Basidomycetes and Deuteromycetes families.
3. Difenoconazole is a fungicide with broad-range activity, protecting
yield and quality by foliar application or seed treatment. It provides
long-lasting and curative activity against Ascomycetes, Basidiomycetes
and Deuteromycetes. It is used against disease complexes in grapes, pome
fruit, stone fruit, potatoes, sugar beet, oilseed rape, banana, ornamentals
and various vegetable crops. It is also used as a seed treatment against a
range of pathogens in wheat and barley.
Definition
ChEBI: A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by 2-chloro-4-(4-chlorophenoxy)phenyl and 1,2,4-triazol-1-ylmethyl groups. A broad spectrum fungicide with novel broad-range activity used as a spray or seed treatment. It
is moderately toxic to humans, mammals, birds and most aquatic organisms.
Agricultural Uses
Fungicide: For suppression of fungi diseases in crops and seeds.
Trade name
CGA 169374?; DIVIDEND?;
DIVIDEND? EXTREME FUNGICIDE; HELIX?;
SCORE?; TECHNICAL CGA-169374?
Metabolic pathway
There is limited published information on the metabolism of difenoconazole.
It is slowly dissipated in soils, and metabolism in plants involves
rupture of the triazole linkage or oxidation of the phenyl ring followed by
conjugation.
Degradation
Difenoconazole is stable to hydrolysis and is thermally stable to 150 °C.
DT50 of difenocoazole in natural sunlight was 145 days.
References
Kwok, Iris M‐Y., and R. Thomas Loeffler. "The biochemical mode of action of some newer azole fungicides." Pest Management Science 39.1 (1993): 1-11.
Wang, K., J. X. Wu, and H. Y. Zhang. "Dissipation of difenoconazole in rice, paddy soil, and paddy water under field conditions." Ecotoxicology and environmental safety 86 (2012): 111-115.
Check Digit Verification of cas no
The CAS Registry Mumber 119446-68-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,9,4,4 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 119446-68:
(8*1)+(7*1)+(6*9)+(5*4)+(4*4)+(3*6)+(2*6)+(1*8)=143
143 % 10 = 3
So 119446-68-3 is a valid CAS Registry Number.
InChI:InChI=1/C19H17Cl2N3O3/c1-13-9-25-19(27-13,10-24-12-22-11-23-24)17-7-6-16(8-18(17)21)26-15-4-2-14(20)3-5-15/h2-8,11-13H,9-10H2,1H3
119446-68-3Relevant articles and documents
Method for synthesizing high-purity difenoconazole
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Paragraph 0006; 0017-0021, (2021/02/10)
The invention discloses a method for synthesizing high-purity difenoconazole, which comprises the following steps: 1) carrying out acylation reaction on 3,4'-dichlorodiphenyl ether to obtain an intermediate I; 2) performing cyclization reaction on the intermediate I to obtain an intermediate II; 3) brominating 1,2,4-triazole to prepare a 1,2,-4-triazole bromide; 4) carrying out bromination reaction on the intermediate II and 1,2,4-triazole bromide to obtain an intermediate III and triazole, and carrying out condensation reaction on the intermediate III and 1,2,4-triazole under the action of potassium hydroxide to obtain a difenoconazole crude product; and 5) refining the difenoconazole crude product to obtain a difenoconazole refined product. The method is low in cost, high in quality andhigh in yield, dibromo and hydrolysis byproducts are hardly generated, and the product content and appearance quality of the difenoconazole refined product are improved.
Method for converting 4 - H difenoconazole isomer into 1 - H-difenoconazole (by machine translation)
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, (2020/07/21)
A method for converting 4 - H-difenoconazole isomer into 1 - H-difenoconazole isomer to obtain an alcohol, 2) reaction of the alcohol and hydrobromic acid to obtain a bromide; 3) separating 1 difenoconazole and 4 - H) 1 - H) from the mixture of 4 - H-difenoconazole and 1 - H-difenoconazole isomer; 4) completely converting 4 - H-difenoconazole isomer into 4 - H-phenylene difenoconazole.) isomer is obtained by dissolving 1) difenoconazole and difenoconazole as a mixture in the presence of a base and a transition metal catalyst to obtain a mixture of difenoconazole and difenoconazole -4 4 - H 1 - H. The method not only can effectively reduce the solid waste problem 4 - H difenoconazole isomer, but also can convert the difenoconazole product into 1 - H difenoconazole product, so that the cost is reduced, the product yield is increased, and the economic benefit is improved. (by machine translation)
Synthetic process of difenoconazole
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, (2019/07/16)
The invention discloses a synthetic process of difenoconazole, comprising the steps of synthesizing 2,4-dichloroacetophenone through ionic liquid acylation using m-dichlorobenzene as a raw material; then synthesizing alpha-bromo-2,4-dichloroacetophenone through a green bromination method; subjecting the alpha-bromo-2,4-dichloroacetophenone and 1,2-propanediol to cyclization to generate a ketal compound that is 2-(2,4-dichlorophenyl)-2-bromomethyl-4-methyl-1,3-dioxolane; subjecting the ketal compound and 1,2,4-triazole potassium to condensation to generate 1-[[2-(2,4-dichlorophenyl)-4-methyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole; and finally subjecting the 1-[[2-(2,4-dichlorophenyl)-4-methyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole and parachlorophenol to etherification to obtain the difenoconazole. The process has advantages of easily available raw materials, a high reaction conversion ratio, few byproducts, capability of being friendly to production environment and a low cost.