Myclobutanil

Base Information

• Chemical Name: Myclobutanil
• CAS No.: 88671-89-0
• Deprecated CAS: 96281-50-4,154144-93-1,205862-69-7,154144-93-1
• Molecular Formula: C15H17ClN4
• Molecular Weight: 288.78
• Hs Code.: 2933990015
• European Community (EC) Number: 410-400-0,618-198-8
• UN Number: 2763
• UNII: B6T1JTM6KZ
• DSSTox Substance ID: DTXSID8024315
• Nikkaji Number: J343.426E,J3.255.597G,J3.255.598E
• Wikipedia: Myclobutanil
• Wikidata: Q413587
• ChEMBL ID: CHEMBL1904430
• Mol file: 88671-89-0.mol

Synonyms:(R)-2-p-chlorophenyl-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile;myclobutanil;systhane

Chemical Property of Myclobutanil

Chemical Property:

• Appearance/Colour: Off-White to Light Beige Solid
• Vapor Pressure: 7.82E-09mmHg at 25°C
• Melting Point: 63-68 °C
• Refractive Index: 1.588
• Boiling Point: 465.2 °C at 760 mmHg
• PKA: 2.30±0.10(Predicted)
• Flash Point: 235.2 °C
• PSA: 54.50000
• Density: 1.16 g/cm³
• LogP: 3.58328
• Storage Temp.: 0-6°C
• Water Solubility.: 142 mg/L (25 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 288.1141743
• Heavy Atom Count: 20
• Complexity: 345
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Myclobutanil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn;N,N,Xn
• Statements: 22-36-51/53-63
• Safety Statements: 36/37-46-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: CCCCC(CN1C=NC=N1)(C#N)C2=CC=C(C=C2)Cl
• Description: Myclobutanil is a broad-spectrum systemic foliar-applied fungicide of the substituted triazole chemical class of compounds, with protective, eradicative, and curative action. It disrupts membrane function in fungi by inhibition of sterol biosynthesis. It is produced by the alkylation of 4-chlorophenylacetonitrile with butyl chloride, followed by treatment with dibromomethane and sodium hydroxide in dimethyl sulfoxide. The resulting intermediate is then reacted with the potassium salt of 1,2,4-triazole in dimethyl formamide. Commercially, myclobutanil is presented as different formulations or preparations with concentrations up to 60% active ingredient (a.i.). It is formulated as a wettable powder (2–40% a.i.) or as an emulsifiable concentrate (1–25% a.i.), granular (<1% a.i.), dust (5% a.i.), dry flowable (60% a.i.), and ready to use (<1% a.i.) solutions to be used in agriculture or in domestic activities by homeowners. It is also used at lower concentrations in combination with other agrochemicals such as pyretroids (permethrin), fludioxonil, mefenoxam, azoxistrobin, mancozeb, sulfur, or fluoxastrobin.
• Uses: Myclobutanil is an fungicide used on a wide range of food crops. Myclobutanil inhibits the biosynthesis of ergosterol, a critical componet of fungal cell membranes. Myclobutanil is used for the control of Ascomycetes, Fungi Imperfecti and Basidiomycetes on a wide variety of crops. These include foliar treatment for scab and powdery mildew in apples and pears, powdery mildew, shot hole, blossom blight, and rust in stone fruit, powdery mildew in vines and cucurbits, powdery mildew and rusts on ornamentals, rusts on perennial grasses grown for seed, and various diseases of wheat. It is also used as a seed treatment for control of seed- and soil-borne diseases in barley, maize, cotton, rice and wheat.

Technology Process of Myclobutanil

There total 1 articles about Myclobutanil 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:

→ myclobutanil (88671-89-0)

Guidance literature:

Reference yield: 56.5%

myclobutanil (88671-89-0) → 2-(4-chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]hexanoamide

Guidance literature:

With sulfuric acid;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + myclobutanil (88671-89-0) → tert-butyl (2-((1H-1,2,4-triazol-1-yl)methyl)-2-(4-chlorophenyl)hexyl)carbamate

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 0 - 20 ℃; for 24.5h;

DOI:10.1016/j.foodchem.2021.131964

Refernces

• 1、 -. "Arylphenyl-substituted cyclic keto enols". . . Retrieved 2008/06/13.
• 2、 -. "Method for the treatment of plants with agrochemical tablet compositions". . . Retrieved 2008/06/13.