60207-31-0 Usage
Description
Azaconazole is a dioxolane derivative fungicide, characterized by the presence of 2,4-dichlorophenyl and 1,2,4-triazol-1-ylmethyl groups at position 2 of the 1,3-dioxolane ring. It is primarily used in the agricultural and horticultural sectors to control various fungal diseases. Azaconazole is moderately toxic to mammals, birds, fish, and aquatic invertebrates, but it is not expected to bioaccumulate.
Uses
Used in Agriculture and Horticulture:
Azaconazole is used as a fungicide for the cultivation of ornamental crops, specifically to control canker and other diseases. Its application helps in protecting plants from wood-destroying and sapstain fungi, ensuring healthier growth and higher crop yields.
Used in Wood Protection:
Azaconazole serves as a fungicide for the protection of wood, preventing the growth of wood-destroying fungi that can cause structural damage and reduce the lifespan of wooden materials.
Used in Composite Wood Products:
Azaconazole is used as a preservative in the manufacturing of composite wood products, such as particleboard and plywood. Its application helps in preventing fungal infestations and decay, thereby enhancing the durability and longevity of these products.
Used in Mushroom Cultivation:
Azaconazole is utilized as a disinfectant in mushroom cultivation, ensuring a clean and healthy environment for the growth of mushrooms. This helps in reducing the risk of fungal contamination and improving the overall quality of the produce.
Used in Storage of Fruits and Vegetables:
Azaconazole is also used as a disinfectant on storage boxes for fruits and vegetables, preventing the growth of fungi that can cause spoilage and reduce the shelf life of these perishable items. This application helps in maintaining the freshness and quality of the stored produce for a longer duration.
Originator
Azaconazole,Chemical
Manufacturing Process
A stirred and cooled (0°C) solution of 1-(2,4-diaminophenyl)-1-ethanone in a
concentrated hydrochloric acid solution, water and acetic acid was diazotated
with a solution of sodium nitrite in water. After stirring at 0°C, the whole was
poured onto a solution of copper (I) chloride in a concentrated hydrochloric
acid solution while stirring. The mixture was heated at 60°C. After cooling to
room temperature, the product was extracted twice with 2,2'-oxybispropane.
The combined extracts were washed successively with water, a diluted sodium
hydroxide solution and again twice with water, dried, filtered and evaporated,
yielding 1-(2,4-dichlorophenyl)-1-ethanone.
1-(2,4-Dichlorophenyl)-1-ethanon were dissolved in 1,2-ethanediol at heating.
While stirring bromine were added dropwise, without external heating. After
stirring at room temperature, 4-methylbenzenesulfonic acid and benzene were
added. The whole was stirred and refluxed overnight with water-separator.
The reaction mixture was evaporated and the residue was taken up in 2,2'-
oxybispropane. The resulting solution was washed successively once with a
dilute sodium hydroxide solution and 3 times with water, dried, filtered and
evaporated. The residue was distilled, yielding 2-(bromomethyl)-2-(2,4-
dichlorophenyl)-1,3-dioxolane.
6.9 parts of 1H-1,2,4-triazole in 150 parts of dimethylformamide were added
to a stirred solution of 2.3 parts of sodium in 120 parts of methanol. The
methanol was removed at normal pressure until the internal temperature of
130°C was reached. Then, 25 parts of 2-(bromomethyl)-2-(2,4-
dichlorophenyl)-1,3-dioxolane were added. The reaction-mixture was stirred
and refluxed for 3 h. It was allowed to cool to room temperature and poured
onto water. The precipitated product was filtered off, yielding 12 parts of 1-[2-
(2,4-dichlorophenyl)-1,3-dioxolan-2-yl-methyl]-1H-1,2,4-triazole, melting
point 109.9°C (crystallized from diisopropylether, activated charcoal).
Therapeutic Function
Antifungal
Metabolic pathway
Little published dormation is available on the metabolism of
azaconazole.
Degradation
Azaconazole is stable to light under normal storage conditions (but not in
ketonic solvents). It is stable at temperatures up to 220 °C.
Check Digit Verification of cas no
The CAS Registry Mumber 60207-31-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,2,0 and 7 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 60207-31:
(7*6)+(6*0)+(5*2)+(4*0)+(3*7)+(2*3)+(1*1)=80
80 % 10 = 0
So 60207-31-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H11Cl2N3O2/c13-9-1-2-10(11(14)5-9)12(18-3-4-19-12)6-17-8-15-7-16-17/h1-2,5,7-8H,3-4,6H2
60207-31-0Relevant articles and documents
Method for synthesizing azaconazole through 4-amino-4H-1,2,4-triazole alkylation
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Paragraph 0052, (2018/11/03)
The invention discloses a method for synthesizing azaconazole through 4-amino-4H-1,2,4-triazole alkylation. The method comprises step 1, preparing a raw material which is shown in a following image; step 2, synthesizing 1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazole-1-yl) ethanone; step 3, synthesizing azaconazole. The method disclosed by the invention has the advantages that development of a novel azaconazole bactericide successfully fills the blank in China, synthesis researches of similar derivatives based on the azaconazole bactericide will be in the ascendant, and successful development andindustrial implementation of varieties of novel bactericides have a far-reaching influence on national economy development. The method disclosed by the invention is an azaconazole synthesizing method.
3-phenyl-pyrones
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, (2008/06/13)
Novel 3-phenyl-pyrones of the formula in which A, D, X and Y are each as defined in the description, a process for preparing these substances and their use as pesticides, fungicides and herbicides.
Arylphenyl-substituted cyclic keto enols
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, (2008/06/13)
The present invention relates to novel arylphenyl-substituted cyclic ketoenols, their preparation and the use of such ketoenols as pesticides and/or herbicides. The novel arylphenyl-substituted cyclic ketoenols are of the formula (I) in which CKE refers to the cyclic ketoenol and W, X, Y and Z are as defined in the specification.