5980-26-7

Basic information

• Product Name: 2,3-DICHLOROBENZAMIDE
• Synonyms: 2,3-DICHLOROBENZAMIDE;2,5-DICHLOROBENZAMIDE
• CAS NO: 5980-26-7
• Molecular Formula: C₇H₅Cl₂NO
• Molecular Weight: 190.03
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Anilines, Amides & Amines;Chlorine Compounds
• Mol File: 5980-26-7.mol

Chemical Properties

• Melting Point: 170-172°C
• Boiling Point: 262.8 °C at 760 mmHg
• Flash Point: 112.7 °C
• Appearance: /
• Density: 1.439 g/cm³
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.77±0.50(Predicted)
• CAS DataBase Reference: 2,3-DICHLOROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DICHLOROBENZAMIDE(5980-26-7)
• EPA Substance Registry System: 2,3-DICHLOROBENZAMIDE(5980-26-7)

Safety Data

• Hazard Codes: Xi:
• Statements: R36/37/38:
• Safety Statements: 24/25
• Hazardous Substances Data: 5980-26-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,3-Dichlorobenzamide is used as an intermediate in the synthesis of other organic compounds, playing a crucial role in the production of various chemical products.
Used in Pesticide and Herbicide Applications:
In the agricultural industry, 2,3-dichlorobenzamide is utilized as a pesticide and herbicide, helping to control and eliminate pests and unwanted plants to protect crops and enhance agricultural productivity.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2,3-dichlorobenzamide, due to its chemical properties, could potentially be used in the pharmaceutical industry as a building block for the development of new drugs or as a reagent in various chemical reactions related to drug synthesis.

InChI:InChI=1/C7H5Cl2NO/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,(H2,10,11)

Upstream product

• 618-48-4 3-chlorobenzamide 
• 2905-61-5 2,5-dichlorobenzoyl chloride 
• 106-46-7 para-dichlorobenzene 
• 127099-85-8 N-Cyanoguanidine 
• 50-79-3 2,5-dichlorobenzoic acid 

Downstream Products

• 104326-58-1 ethyl 2,5-dichlorobenzimidate 
• 69622-81-7 2,5-dichlorothiobenzamide 
• 1143020-21-6 2,5-dichloro-N-[(6-methylsulfonylbenzothiazol-2-yl)carbamoyl]benzamide 

Relevant articles and documents

Acid-promoted palladium(II)-catalyzed ortho-halogenation of primary benzamides: En route to halo-arenes

Br?nsted acid-promoted palladium(II)-catalyzed regioselective installation of halogens (Br, Cl, and I) to the aromatic ring of benzamide derivatives has been achieved using primary amides. A wide variety of benzamides were compatible under established conditions to afford the halogenated products without installing any external auxiliary. Mild reaction conditions, use of primary amide as a directing group, external additive-free conditions, and gram-scale reaction are some appealing features of this protocol. Detailed experimental results revealed that Br?nsted acid plays a critical role in this transformation.

Design, synthesis and fungicidal activity of N-substituted benzoyl-1,2,3,4-tetrahydroquinolyl-1-carboxamide

To find a new lead compound with high biological activity, a series of N-substituted benzoyl-1,2,3,4-tetrahydroquinolyl-1-carboxamide were designed using linking active substructures method. The target compounds were synthesized from substituted benzoic acid by four steps and their structures were confirmed by 1H NMR, IR spectrum and elemental analysis. The in vitro bioassay results indicated that some target compounds exhibited excellent fungicidal activities, and the position of the substituents played an important role in fungicidal activities. Especially, compound 5n, exhibited better fungicidal activities than the commercial fungicide flutolanil against two tested fungi Valsa Mali and Sclerotinia sclerotiorum, with EC50 values of 3.44 and 2.63 mg/L, respectively. And it also displayed good in vivo fungicidal activity against S. sclerotiorum with the EC50 value of 29.52 mg/L.

Benzamide synthesis by direct electrophilic aromatic substitution with cyanoguanidine

Cyanoguanidine is an inexpensive commodity chemical and it is found to be a useful reagent for the direct Friedel-Crafts carboxamidation of arenes. The reaction works best in an excess of Bronsted superacid, an observation suggesting the involvement of a superelectrophilic intermediate. Theoretical calculations indicate that the most stable diprotonated species involves protonation at the guanidine and cyano nitrogen atoms.