Difenoconazole

Base Information

• Chemical Name: Difenoconazole
• CAS No.: 119446-68-3
• Deprecated CAS: 1135441-03-0
• Molecular Formula: C19H17Cl2N3O3
• Molecular Weight: 406.268
• European Community (EC) Number: 601-613-1
• DSSTox Substance ID: DTXSID4032372
• Nikkaji Number: J578.459J
• Wikidata: Q3027717
• ChEMBL ID: CHEMBL466426
• Mol file: 119446-68-3.mol

Synonyms:difenoconazole

Chemical Property of Difenoconazole

Chemical Property:

• Appearance/Colour: colorless solid
• Vapor Pressure: 5.09E-12mmHg at 25°C
• Melting Point: 76 °C
• Refractive Index: 1.641
• Boiling Point: 547 °C at 760 mmHg
• PKA: 2.94±0.12(Predicted)
• Flash Point: 284.6 °C
• PSA: 58.40000
• Density: 1.41g/cm³
• LogP: 4.66550
• Storage Temp.: 0-6°C
• Water Solubility.: 3.3 mg/L (20 ºC)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 405.0646968
• Heavy Atom Count: 27
• Complexity: 495

Purity/Quality:

99% ^*data from raw suppliers

Difenoconazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,N
• Statements: 22-41-43-50-20/22
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)OC4=CC=C(C=C4)Cl)Cl
• 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: Agricultural fungicide. 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. 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.

Technology Process of Difenoconazole

There total 14 articles about Difenoconazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.2%

propylene glycol (57-55-6,63625-56-9) + 1-[2-chloro-4-(4-chloro-phenoxy)-phenyl]-2-[1,2,4]triazol-1-yl-ethanone (136815-80-0) → difenconazole (119446-68-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 6h; Solvent; Reflux;

Reference yield: 97.2%

2-(bromomethyl)-2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolane (873012-43-2) → difenconazole (119446-68-3)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 140 - 145 ℃;

Reference yield: 95.0%

C19H19Cl2N4O3(1+)*Br(1-) → difenconazole (119446-68-3)

Guidance literature:

C₁₉H₁₉Cl₂N₄O₃⁽¹⁺⁾*Br^(1-); With hydrogenchloride; sodium nitrite; In water; at 5 - 20 ℃; for 2h;

With water; at 40 ℃; Temperature; Alkaline conditions;

upstream raw materials:

1,2,4-Triazole

2-(bromomethyl)-2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolane

4-chloro-phenol

1-(2,4-dichlorophenyl)ethan-1-one

Downstream raw materials:

2-{2-[2-chloro-4-(4-chlorophenoxy)-phenyl]-4-methyl-[1,3]dioxolan-2-ylmethyl}-2,4-dihydro[1,2,4]triazole-3-thione

Refernces

• 1、 -. "Method for synthesizing high-purity difenoconazole". . . Retrieved 2021/02/10.
• 2、 -. "APPLICATION OF TETRAHYDROBENZAZOLE IN PREPARATION OF AGRICULTURAL FUNGICIDE OR FUNGICIDE COMPOSITION AND PREPARATION METHOD THEREOF". Paragraph 0053-0055. . Retrieved 2020/04/10.