319-39-1

Basic information

• Product Name: 2',4'-DICHLOROBENZANILIDE
• Synonyms: 2',4'-DICHLOROBENZANILIDE;N-(4-Chlorophenyl)-2-chlorobenzamide;N-(o-chlorobenzoyl)-p-chloroaniline;2-Chloro-N-(4-chlorophenyl)benzaMide, 97%;Benzamide,2-chloro-N-(4-chlorophenyl)-
• CAS NO: 319-39-1
• Molecular Formula: C₁₃H₉Cl₂NO
• Molecular Weight: 266.12266
• Mol File: 319-39-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 316.4°C at 760 mmHg
• Flash Point: 145.1°C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 0.000412mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: 2',4'-DICHLOROBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4'-DICHLOROBENZANILIDE(319-39-1)
• EPA Substance Registry System: 2',4'-DICHLOROBENZANILIDE(319-39-1)

Safety Data

• Hazardous Substances Data: 319-39-1(Hazardous Substances Data)

Usage

General Description

2',4'-Dichlorobenzanilide is a chemical compound that is commonly used as a pesticide and insecticide. It is a white to off-white crystalline solid with a faint odor, and it is slightly soluble in water. It acts as a suppressor of nematodes, insects, and fungal diseases in various crops, making it a widely utilized agricultural chemical. 2',4'-Dichlorobenzanilide works by inhibiting the activity of acetylcholinesterase, an enzyme vital for the proper functioning of the nervous system in pests, ultimately leading to their demise. However, it is important to use this chemical with caution, as it can be harmful to humans and the environment if not handled properly.

InChI:InChI=1/C13H9Cl2NO/c14-9-5-7-10(8-6-9)16-13(17)11-3-1-2-4-12(11)15/h1-8H,(H,16,17)

Upstream product

• 6833-13-2 2-chlorobenzanilide 
• 106-47-8 4-chloro-aniline 
• 118-91-2 ortho-chlorobenzoic acid 
• 2617-79-0 N-(4-chlorophenyl)formamide 
• 609-65-4 o-chlorobenzoyl chloride 
• 637-87-6 1-Chloro-4-iodobenzene 
• 609-66-5 2-chlorobenzamide 

Downstream Products

• 27353-44-2 2-chlorophenanthridin-6(5H)-one 
• 54960-76-8 2-chloro-5-methylphenanthridin-6(5H)-one 
• 1372788-46-9 C₁₄H₁₁Cl₂NO 
• 33238-22-1 3-benzylidene-2-(4-chlorophenyl)isoindol-1-one 
• 1384754-97-5 [(C₆H₄C(O)NC₆H₄-4-Cl)Co(III)(Cl-ortho-C₆H₄C(O)NC₆H₄-4-Cl)(trimethylphosphine)2] 

Relevant articles and documents

Potassium Carbonate Promoted C-N Coupling Reaction between Benzamides and Aryl Iodides

A practical and efficient method for N-arylation of benz-amides promoted by potassium carbonate in the presence of DMEDA was developed. The reaction was carried out without addition of any transition-metal catalyst to afford a variety of N-arylated products in moderate to good yields (up to 97%).

Direct arylation under catalysis of an oxime-derived palladacycle: Search for a phosphane-free method

A phosphane-free method for the direct arylation of benzothiazole by employing oxime-derived palladacycle 1 as a catalyst was developed. The new catalyst system can be used for 2-arylations by using aryl bromides and iodides. In addition, this method is especially suitable for the intramolecular direct coupling of bromo-and iodoamides, as well aschloroamides, to achieve a rapid synthesis of benzo[c]phenanthridine alkaloids. Direct arylation reactions under catalysis of an oxime-derived palladacycle were investigated. This phosphane-free method is applicable for the 2-arylation of benzothiazole and is especially suitable for the intramolecular direct coupling of bromo-and iodoamides, as well as chloroamides, to achieve rapid synthesis of benzo[c]phenanthridine alkaloids. Copyright

Photocyclization of Aryl Halides. Part 3. Phenanthridone Photosynthesis from 2-Halogenobenzanilides

2-Chlorobenzanilides cyclize to phenanthridones in deaereted cyclohexane solution on 254 nm irradiation, whereas 2-bromo- and 2-iodo-benzanilides undergo dehalogenative reduction.These observations are understandable in terms of the assisted homolysis model as applied to configurationally flexible molecules.Cyclization in hydrocarbon media is retarted by triplet quenchers and fails in polar solvents.The cyclization can also be singlet and triplet sensitized. 4'-Substituents influence the cyclization quantum yield by altering the ?-donor ability of the aniline ring and the rotational barrier about the amide bond.