3210-15-9

Basic information

• Product Name: N,2,3-triphenylpropanamide
• Synonyms: N,2,3-triphenylpropanamide
• CAS NO: 3210-15-9
• Molecular Formula: C₂₁H₁₉NO
• Molecular Weight: 301.38
• Mol File: 3210-15-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 500.3°Cat760mmHg
• Flash Point: 304.6°C
• Appearance: /
• Density: 1.153g/cm³
• Vapor Pressure: 3.86E-10mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: N,2,3-triphenylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,2,3-triphenylpropanamide(3210-15-9)
• EPA Substance Registry System: N,2,3-triphenylpropanamide(3210-15-9)

Safety Data

• Hazardous Substances Data: 3210-15-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H19NO/c23-21(22-19-14-8-3-9-15-19)20(18-12-6-2-7-13-18)16-17-10-4-1-5-11-17/h1-15,20H,16H2,(H,22,23)

Upstream product

• 56042-76-3 2,3-diphenylpropionyl chloride 
• 62-53-3 aniline 
• 621-06-7 2,N-diphenylacetamide 
• 100-44-7 benzyl chloride 
• 103-71-9 phenyl isocyanate 
• 92074-28-7 1-phenyl-1-(tributylstannyl)ethene 
• 98-80-6 phenylboronic acid 
• 16141-49-4 trans-1,3,4-triphenyl-2-azetidinone 
• 7477-20-5 (±)-cis-1,3,4-triphenylazetidin-2-one 
• 7477-20-5 (3S,4R)-1,3,4-triphenyl-2-azetidinone 
• 94942-89-9 2,3-diphenylpropanoic acid 

Relevant articles and documents

NIS-mediated oxidative arene C(sp2)-H amidation toward 3,4-dihydro-2(1H)-quinolinone, phenanthridone, and N-fused spirolactam derivatives

A new radical-mediated intramolecular arene C(sp2)-H amidation of 3-phenylpropanamides or [1,1′-biphenyl]-2-carboxamides was developed to prepare a series of 3,4-dihydro-2(1H)-quinolinone and phenanthridone derivatives in moderate to excellent yields (33-94%). Spirolactams could also be obtained using this protocol.

Ring splitting of azetidin-2-ones via radical anions

The radical anions of azetidin-2-ones, generated by UV-irradiation in the presence of triethylamine, undergo ring-splitting via N-C4 or C3-C4 bond breaking, leading to open-chain amides. This reactivity diverges from that found for the neutral excited states, which is characterised by α-cleavage. The preference for β-cleavage is supported by DFT theoretical calculations on the energy barriers associated with the involved transition states. Thus, injection of one electron into the azetidin-2-one moiety constitutes a complementary activation strategy which may be exploited to produce new chemistry.

Benzylation of N-phenyl-2-phenylacetamide

Benzylation of N-phenyl-2-phenylacetamide with benzyl chloride in the presence of powdered KOH has been carried out to find out the possible reaction products as well as to ascertain optimal reaction conditions for the synthesis of different products. Alkylation reactions have been carried out in the presence of various phase-transfer catalysts, solvents and temperatures furnishing N-, O-, and C-products. N-product has been found to be the main product in most of the used systems.