65113-27-1

Basic information

• Product Name: N-(4-chlorophenyl)pentanamide
• Synonyms: N-(4-chlorophenyl)pentanamide
• CAS NO: 65113-27-1
• Molecular Formula: C₁₁H₁₄ClNO
• Molecular Weight: 211.68796
• Mol File: 65113-27-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 366.3°Cat760mmHg
• Flash Point: 175.4°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: N-(4-chlorophenyl)pentanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-chlorophenyl)pentanamide(65113-27-1)
• EPA Substance Registry System: N-(4-chlorophenyl)pentanamide(65113-27-1)

Safety Data

• Hazardous Substances Data: 65113-27-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H14ClNO/c1-2-3-4-11(14)13-10-7-5-9(12)6-8-10/h5-8H,2-4H2,1H3,(H,13,14)

Upstream product

• 71-41-0 pentan-1-ol 
• 110-62-3 pentanal 
• 106-47-8 4-chloro-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 109-52-4 valeric acid 

Relevant articles and documents

Organophotoredox-Mediated Amide Synthesis by Coupling Alcohol and Amine through Aerobic Oxidation of Alcohol

The combination of an organic photocatalyst [4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6 dicyanobenzene) or 5MeOCzBN (2,3,4,5,6-pentakis(3,6-dimethoxy-9 H-carbazol-9-yl)benzonitrile)], quinuclidine, and tetra-n-butylammonium phosphate (hydrogen-bonding catalyst) was employed for amide bond formations. The hydrogen-bonded OH group activated the adjacent C?H bond of alcohols towards hydrogen atom transfer (HAT) by a radical species. The quinuclidinium radical cation, generated through single-electron oxidation of quinuclidine by the photocatalyst, employed to abstract a hydrogen atom from the α-C?H bond of alcohols selectively due to a polarity effect-produced α-hydroxyalkyl radical, which subsequently converted to the corresponding aldehyde under aerobic conditions. Then the coupling of the aldehyde and an amine formed a hemiaminal intermediate that upon photocatalytic oxidation produced the amide.