Fenoprop

Base Information

• Chemical Name: Fenoprop
• CAS No.: 93-72-1
• Deprecated CAS: 7361-37-7,32795-97-4,32795-97-4
• Molecular Formula: C9H7 Cl3 O3
• Molecular Weight: 269.512
• Hs Code.: 29189990
• European Community (EC) Number: 202-271-2
• UN Number: 3077,2765
• UNII: D2HZL58IS3
• DSSTox Substance ID: DTXSID0021387
• Nikkaji Number: J4.683C,J330.861H
• Wikipedia: Fenoprop
• Wikidata: Q3092689
• ChEMBL ID: CHEMBL460296
• Mol file: 93-72-1.mol

Synonyms:2-(2,4,5-trichlorophenoxy)propionic acid;fenoprop;fenoprop, (+,-)-isomer;fenoprop, (R)-isomer;fenoprop, (S)-isomer;fenoprop, potassium salt;fenoprop, sodium salt;Silvex

Chemical Property of Fenoprop

Chemical Property:

• Appearance/Colour: slightly beige crystalline powder
• Vapor Pressure: 2.13E-06mmHg at 25°C
• Melting Point: 175-180 °C
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 378.4 °C at 760 mmHg
• PKA: 2.93±0.10(Predicted)
• Flash Point: 182.6 °C
• PSA: 46.53000
• Density: 1.5288 (rough estimate)
• LogP: 3.49870
• Storage Temp.: 0-6°C
• Water Solubility.: 71mg/L(25 oC)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 267.946077
• Heavy Atom Count: 15
• Complexity: 237
• Transport DOT Label: Class 9

Purity/Quality:

98%min ^*data from raw suppliers

2-(2,4,5-Trichlorophenoxy)propionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Use has been restricted.
• Hazard Codes: Xn,N,T,F
• Statements: 22-38-50/53-39/23/24/25-23/24/25-52/53-11
• Safety Statements: 37-60-61-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: CC(C(=O)O)OC1=CC(=C(C=C1Cl)Cl)Cl
• Uses: Herbicide and plant growth regulator. Silvex was formerly used as a herbicide. Itsuse in rice fields, sugarcane, and orchards hasbeen stopped by the EPA.

Technology Process of Fenoprop

There total 5 articles about Fenoprop 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: 51.6%

2,4,5-trichlorophenol (95-95-4) + (R,S)-2-chloropropionic acid (598-78-7) → 2-(2,4,5-trichlorophenoxy)propanoic acid (93-72-1)

Guidance literature:

2,4,5-trichlorophenol; (R,S)-2-chloropropionic acid; With sodium hydride; In 1,4-dioxane; at 100 ℃; for 1.5h;

at 50 - 100 ℃; for 1.5h;

DOI:10.1515/znb-2018-0128

Reference yield:

2-(2,5-dichloro-phenoxy)-propionic acid (6965-71-5) → 2-(2,4,5-trichlorophenoxy)propanoic acid (93-72-1)

Guidance literature:

With chlorine; acetic acid;

Reference yield:

2,5-dichlorophenol (583-78-8) → 2-(2,4,5-trichlorophenoxy)propanoic acid (93-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH solution

2: acetic acid; chlorine

With sodium hydroxide; chlorine; acetic acid;

upstream raw materials:

C₆H₂Cl₃O^(1-)*5H₂O*Na⁽¹⁺⁾

Ethyl 2-bromopropionate

2-(2,5-dichloro-phenoxy)-propionic acid

2,5-dichlorophenol

Downstream raw materials:

2-(2,4,5-trichloro-phenoxy)-propionic acid-(2-ethoxy-ethyl ester)

2-(2,4,5-trichloro-phenoxy)-propionic acid-[2-(2-methoxy-ethoxy)-ethyl ester]

2-(2,4,5-trichloro-phenoxy)-propionyl chloride

(S)-2-(2,4,5-trichlorophenoxy)propanoic acid