Fenhexamid

Base Information

• Chemical Name: Fenhexamid
• CAS No.: 126833-17-8
• Molecular Formula: C14H17 Cl2 N O2
• Molecular Weight: 302.2
• European Community (EC) Number: 422-530-5,603-167-3
• UNII: Q68C3C9P1U
• DSSTox Substance ID: DTXSID3032549
• Nikkaji Number: J1.063.660D
• Wikidata: Q63395375
• ChEMBL ID: CHEMBL1688541
• Mol file: 126833-17-8.mol

Synonyms:fenhexamid;KBR 2738;KBR-2738;KBR2738;N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide

Chemical Property of Fenhexamid

Chemical Property:

• Vapor Pressure: 5.26E-09mmHg at 25°C
• Melting Point: 153oC
• Boiling Point: 457.9°Cat760mmHg
• PKA: 7.73±0.36(Predicted)
• Flash Point: 230.7°C
• PSA: 49.33000
• Density: 1.338g/cm³
• LogP: 4.68090
• Storage Temp.: 0-6°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 301.0636342
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

99.9% ^*data from raw suppliers

Fenhexamid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Low toxicity by ingestion, inhalation, and skin contact.
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: CC1(CCCCC1)C(=O)NC2=C(C(=C(C=C2)O)Cl)Cl
• Uses: Hydroxyanilide fungicide. Fungicide.

Technology Process of Fenhexamid

There total 5 articles about Fenhexamid 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: 90.0%

1-methyl-1-cyclohexancarboxylic acid chloride (2890-61-1) + 4-hydroxy-2,3-dichloroaniline (39183-17-0) → fenhexamid (126833-17-8)

Guidance literature:

With triethylamine; In ethyl acetate; at 78 ℃; for 2.7h; Temperature; Large scale;

Reference yield: 62.0%

carbon monoxide (201230-82-2) + 2,3-dichloro-4-aminophenol hydrochloride + methylenecyclohexane (1192-37-6) → fenhexamid (126833-17-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 110 ℃; for 24h; under 34202.3 Torr; regioselective reaction; Autoclave;

DOI:10.1021/jacs.1c03454

Reference yield:

2,3-dichlorophenol (576-24-9) → fenhexamid (126833-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 1.5 h / 32 °C / Large scale

1.2: 3.7 h / 0 - 2.5 °C / Large scale

1.3: Large scale

2.1: sodium dithionite; sodium hydroxide / water; ethanol / 4 h / 40 °C / pH 10 / Large scale

3.1: triethylamine / ethyl acetate / 2.7 h / 78 °C / Large scale

With hydrogenchloride; sodium dithionite; triethylamine; sodium hydroxide; In ethanol; water; ethyl acetate;

upstream raw materials:

1-methyl-1-cyclohexancarboxylic acid chloride

4-hydroxy-2,3-dichloroaniline

2,3-dichlorophenol

2,3-dichloro-4-(2-phenyldiazen-1-yl)phenol

Refernces

• 1、 -. "Fenhexamid and analysis method thereof". Paragraph 0053; 0063-0064; 0071; 0078. . Retrieved 2018/11/03.
• 2、 -. "Synergistic Active Compound Combinations Comprising Phenyltriazoles". . . Retrieved 2011/07/29.