Propanil

Base Information

• Chemical Name: Propanil
• CAS No.: 709-98-8
• Deprecated CAS: 11096-32-5,110343-36-7
• Molecular Formula: C9H9Cl2NO
• Molecular Weight: 218.083
• Hs Code.: 29242990
• European Community (EC) Number: 211-914-6
• ICSC Number: 0552
• NSC Number: 31312
• UN Number: 3077,2588
• UNII: F57I4G0520
• DSSTox Substance ID: DTXSID8022111
• Nikkaji Number: J4.405I
• Wikipedia: Propanil
• Wikidata: Q413507
• Metabolomics Workbench ID: 67489
• ChEMBL ID: CHEMBL1222498
• Mol file: 709-98-8.mol

Synonyms:Propagrin 36;Propanide;Propanil

Chemical Property of Propanil

Chemical Property:

• Appearance/Colour: colorless to brown crystals
• Vapor Pressure: 1.15E-05mmHg at 25°C
• Melting Point: 92-93 ºC
• Refractive Index: 1.589
• Boiling Point: 369.9 ºC at 760 mmHg
• PKA: 13.58±0.70(Predicted)
• Flash Point: 177.5 ºC
• PSA: 29.10000
• Density: 1.338 g/cm³
• LogP: 3.41490
• Storage Temp.: 0-6°C
• Water Solubility.: 225mg/L(room temperature)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 217.0061193
• Heavy Atom Count: 13
• Complexity: 187
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Propanil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn;N,N,Xn
• Statements: 22-50
• Safety Statements: 2-22-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Anilide
• Canonical SMILES: CCC(=O)NC1=CC(=C(C=C1)Cl)Cl
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance may cause effects on the central nervous system and blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Tumours have been detected in experimental animals but may not be relevant to humans.
• Description: Propanil (3,4-dichloropropionanilide) is an acetanilide post-emergency herbicide with no residual effect. It can be prepared by reaction of 3,4-dichloroaniline with propionic acid in the presence of thionyl chloride. Propanil is in toxicity class II - moderately toxic, due to its potential to irritate eyes and skin. Propanil functionalizes by the inhibition of RNA/protein synthesis and the inhibition of anthocyanin. Propanil is used to against numerous grasses and broad-leaved weeds in rice (mainly), potatoes, and wheat. It is typically applied aerially. propanil is used as a rice herbicide. The resistance of rice plants toward propanil has been found in an enzyme aryl-acylamidase that rapidly hydrolyzes the herbicide. This enzyme can be inhibited by carbamate insecticides, and this can lead to an increased propanil phytotoxicity (38).
• Uses: Propanil is a a widely used herbicide. Propanil is used mainly to control weed growth in rice fields. Postemergence herbicide, especially for rice culture; nematocide. Selective preemergence and postemergence herbicide used to control many grasses and broad-leaved weeds in potatoes, rice and wheat.

Technology Process of Propanil

There total 7 articles about Propanil 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: 99.5%

propionic acid (802294-64-0,79-09-4) + m,p-dichloroaniline (95-76-1) → Propanil (709-98-8)

Guidance literature:

With tetrabutyl-ammonium chloride; edetate disodium; propionic acid anhydride; at 150 ℃; for 3h; Reagent/catalyst; Temperature;

Reference yield: 89.0%

3,4-dichloronitrobenzene (99-54-7) + propionic acid (802294-64-0,79-09-4) → Propanil (709-98-8)

Guidance literature:

With sodium sulfite; for 16h; Reflux;

DOI:10.1246/cl.140454

Reference yield: 88.0%

N-(4-chlorophenyl)propionamide (2759-54-8) → Propanil (709-98-8)

Guidance literature:

With iron(III) chloride; chlorine; In N,N-dimethyl-formamide; at 70 ℃; for 3h; Temperature;

upstream raw materials:

propionic acid anhydride

m,p-dichloroaniline

3,4-dichloronitrobenzene

propionic acid

Downstream raw materials:

3,4-dichloro-N-hydroxypropionanilide

3,4-dichloro-2-hydroxypropionanilide

propionic acid

m,p-dichloroaniline

Refernces

• 1、 Li, Fuwei,Shi, Lijun,Xia, Chungu,Yang, Li. "Intermediate formation enabled regioselective access to amide in the Pd-catalyzed reductive aminocarbonylation of olefin with nitroarene". . p. 1152 - 1160. Retrieved 2020/03/13.
• 2、 -. "NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND". . . Retrieved 2017/08/26.