6291-28-7

Basic information

• Product Name: 2-chloro-N-isopropylbenzamide
• Synonyms: 2-chloro-N-isopropylbenzamide;2-chloro-N-propan-2-ylbenzamide
• CAS NO: 6291-28-7
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.66138
• Mol File: 6291-28-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 316.2°Cat760mmHg
• Flash Point: 145°C
• Appearance: /
• Density: 1.128g/cm³
• Vapor Pressure: 0.000418mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 2-chloro-N-isopropylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-N-isopropylbenzamide(6291-28-7)
• EPA Substance Registry System: 2-chloro-N-isopropylbenzamide(6291-28-7)

Safety Data

• Hazardous Substances Data: 6291-28-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12ClNO/c1-7(2)12-10(13)8-5-3-4-6-9(8)11/h3-7H,1-2H3,(H,12,13)

Upstream product

• 70657-63-5 N,N-diisopropyl 2-chlorobenzamide 
• 609-65-4 o-chlorobenzoyl chloride 
• 75-31-0 isopropylamine 
• 5440-69-7 N-isopropylbenzamide 
• 16741-46-1 N-isopropylformamide 
• 118-91-2 ortho-chlorobenzoic acid 

Downstream Products

• 66896-78-4 N-(2-Chloro-benzoyl)-N-isopropyl-benzenesulfonamide 
• 39887-85-9 N-Isopropyl-2-chlorbenzimidylchlorid 

Relevant articles and documents

Chemoselective Synthesis of α-Amino-α-cyanophosphonates by Reductive Gem-Cyanation-Phosphonylation of Secondary Amides

A novel approach to α-amino-α-cyanophosphonates has been developed. The method features a Tf2O-mediated reductive geminal cyanation/phosphonylation of secondary amides. Mild reaction conditions, high bond-forming efficiency, inexpensive readily available starting materials, and good to excellent yields with wide functional group compatibility constitute the main advantages of this method. The protocol can be run on a gram scale.

Metal–Organic Framework Based on Copper and Carboxylate-Imidazole as Robust and Effective Catalyst in the Oxidative Amidation of Carboxylic Acids and Formamides

A metal–organic framework (MOF) based on copper and 1,3-bis(carboxymethyl)imidazole (bcmim) was prepared on a gram scale by using a precipitation method at room temperature. The Cu(bcmim)2MOF was shown to be an efficient catalyst for the preparation of amides through an oxidative coupling between carboxylic acids and formamides in the presence of an oxidant, such as tert-butyl hydroperoxide (TBHP). The method for the preparation of the amides is robust regardless of the carboxylic acid and gives good conversions with good selectivity. The heterogeneous catalyst was recovered unaltered after the reaction, was easily separated from the reaction mixture, and subsequently reactivated by suitable treatment. Moreover, the coupling reaction was scaled up to a gram scale, which allowed for the preparation of valuable products, such as fatty acid amides (i.e., 1-palmitoylpiperidine).

The halogenation of some benzamides takes place preferentially at the ortho,para positions

The orientation of chlorination and bromination of N,N-disubstituted benzamides in aqueous acetic acid is strongly influenced by the nature of the alkyl groups at the nitrogen atom. With large groups, the halogenation takes place fairly selectively at the ortho/para positions.