26930-17-6

Basic information

• Product Name: 4-chloro-N-ethylbenzamide
• Synonyms: 4-chloro-N-ethylbenzamide
• CAS NO: 26930-17-6
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.6348
• Mol File: 26930-17-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 322.7°Cat760mmHg
• Flash Point: 149°C
• Appearance: /Solid
• Density: 1.16g/cm³
• Vapor Pressure: 0.000275mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: 4-chloro-N-ethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-N-ethylbenzamide(26930-17-6)
• EPA Substance Registry System: 4-chloro-N-ethylbenzamide(26930-17-6)

Safety Data

• Hazardous Substances Data: 26930-17-6(Hazardous Substances Data)

Usage

Uses

It is used as pharmaceutical intermediate.

InChI:InChI=1/C9H10ClNO/c1-2-11-9(12)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3,(H,11,12)

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 75-04-7 ethylamine 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 557-66-4 ethanamine hydrochloride 
• 74-11-3 para-chlorobenzoic acid 
• 32792-54-4 2,4-dinitrophenyl 4-chlorobenzoate 
• 5796-97-4 bis(triethylsilyl) peroxide 
• 619-56-7 4-chlorobenzamide 

Downstream Products

• 30334-17-9 N-acetyl-4-chlorobenzamide 
• 69957-83-1 N-ethyl-N-(4-chlorobenzyl)amine 
• 70262-81-6 4-chloro-N-ethylbenzothioamide 

Relevant articles and documents

Visible-Light-Driven Oxidation of N -Alkylamides to Imides Using Oxone/H 2 O and Catalytic KBr

Imides are prepared conveniently by visible-light-driven oxidations of various N -alkylamides under mild conditions. The majority of the reactions proceed efficiently by using Oxone as the oxidant in the presence of a catalytic amount of KBr in H 2 O/CH 2 Cl 2 under irradiation by an 8 W white LED at room temperature. Experimental studies suggest that an imine, obtained from the substrate amide via a radical process, is the key intermediate.

Annulation of benzamides with [60]fullerene through palladium(II)-catalyzed C-H bond activation

Palladium-catalyzed heteroannulation of N-substituted benzamides with [60]fullerene, which proceeds through direct sp2 C-H bond activation to form 7-membered ring pallada-intermediate with C60, led to formation of [60]fulleroisoquinolinones in moderate to good yields (8- 64% based on recovered C60). A plausible reaction pathway is proposed. 2011 American Chemical Society.

Effects of amine nature and nonleaving group substituents on rate and mechanism in aminolyses of 2,4-dinitrophenyl x-substituted benzoates

Second-order rate constants have been measured for the reactions of 2,4-dinitrophenyl X-substituted benzoates (1a-f) with a series of primary amines in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The Bronsted-type plot for the reactions of 1d with primary amines is biphasic with slopes β1 = 0.36 at the high pKa region and β2 = 0.78 at the low pKa region and the curvature center at pKa° = 9.2, indicating that the reaction proceeds through an addition intermediate with a change in the rate-determining step as the basicity of amines increases. The corresponding Bro nsted-type plot for the reactions with secondary amines is also biphasic with β1 = 0.34, β2 = 0.74, and pKa° = 9.1, indicating that the effect of amine nature on the reaction mechanism and pKa° is insignificant. However, primary amines have been found to be less reactive than isobasic secondary amines. The microscopic rate constants associated with the aminolysis have revealed that the smaller k 1 for the reactions with primary amines is fully responsible for their lower reactivity. The electron-donating substituent in the nonleaving group exhibits a negative deviation from the Hammett plots for the reactions of 1a-f with primary and secondary amines, while the corresponding Yukawa-Tsuno plots are linear. The negative deviation has been ascribed to stabilization of the ground state of the substrate through resonance interaction between the electron-donating substituent and the carbonyl functionality.