5460-60-6

Basic information

• Product Name: N-(2-PHENYLETHYL)-PHENYLACETAMIDE
• Synonyms: N-(2-PHENYLETHYL)-PHENYLACETAMIDE;TIMTEC-BB SBB007814;AURORA KA-3655;2-Phenyl-N-(2-phenylethyl)acetamide;2-phenyl-N-(2-phenylethyl)ethanamide;BenzeneacetaMide, N-(2-phenylethyl)-
• CAS NO: 5460-60-6
• Molecular Formula: C₁₆H₁₇NO
• Molecular Weight: 239.31
• Mol File: 5460-60-6.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 457.9°C at 760 mmHg
• Flash Point: 276.6°C
• Appearance: /
• Density: 1.078g/cm³
• Vapor Pressure: 1.43E-08mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(2-PHENYLETHYL)-PHENYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-PHENYLETHYL)-PHENYLACETAMIDE(5460-60-6)
• EPA Substance Registry System: N-(2-PHENYLETHYL)-PHENYLACETAMIDE(5460-60-6)

Safety Data

• Hazardous Substances Data: 5460-60-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 34, p. 7217, 1993 DOI: 10.1016/S0040-4039(00)79291-4

InChI:InChI=1/C16H17NO/c18-16(13-15-9-5-2-6-10-15)17-12-11-14-7-3-1-4-8-14/h1-10H,11-13H2,(H,17,18)

Upstream product

• 5330-40-5 bis-phenylacetyl-amine 
• 103-82-2 phenylacetic acid 
• 64-04-0 phenethylamine 
• 101-97-3 Ethyl 2-phenylethanoate 
• 103-80-0 phenylacetyl chloride 
• 101-41-7 benzeneacetic acid methyl ester 
• 937-39-3 2-phenylacetylhydrazine 
• 100-46-9 benzylamine 
• 102-16-9 benzyl 2-phenylacetate 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 57204-76-9 N-phenethyl(hydroxylamine) oxalic acid salt 
• 3217-93-4 N-phenylethylhydroxylamine 
• 1124196-31-1 C₉H₈O₂⁽¹⁸⁾O 
• 69424-54-0 O-benzoyl-N-phenethylhydroxylamine 

Downstream Products

• 24853-83-6 1-benzyl-3,4-dihydro-isoquinoline 
• 77988-86-4 N-(2-phenethyl)phenacetimidoyl chloride 
• 6308-98-1 diphenethylamine 
• 16576-23-1 1-benzoylisoquinoline 
• 10225-29-3 1-benzyl-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 138967-33-6 1-phenylmethy-3,4-dihydro-1H-isoquinoline-2-carboxaldehyde 
• 6907-59-1 1-benzylisoquinoline 
• 119-65-3 isoquinoline 
• 75397-65-8 C₁₆H₁₃⁽²⁾H₂N 
• 63023-79-0 1-benzoyl-3,4-dihydroisoquinoline 
• 19716-56-4 1-benzyl-1,2,3,4-tetrahydroisoquinoline 
• 90862-37-6 1-(3,4-dihydroisoquinolin-2(1H)-yl)-2-phenylethanone 

Relevant articles and documents

Use of lipase for regioselective one pot amidation and hydrolysis

A study of the reactivity of esters with oxygenated linkers in lipase catalyzed transformations demonstrates that enhanced reactivity is observed in amidation reactions, but diminished reactivity is observed in hydrolyses using the same lipase. Two regioselective transformations (amidation and hydrolysis) can thus be achieved with diesters in the same pot using a single catalyst, effectively demonstrating lipase's versatility.

Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues

A route to the direct amidation of aromatic-ring-tetheredN-carbamoyl tetrahydroisoquinoline substrates was developed. This route enabled general access to 8-oxoberberines and their 5- and 7- membered C-ring homologues. It overcomes the undesired tandem side-reactions that result in the destruction of the isoquinoline backbone, which inevitably occurred under our previously reported superacidic carbamate activation method.

Synthesis of Amidation Agents and Their Reactivity in Condensation Reactions

Nowadays, the development of new approaches which smartly bypass the use of harsh reaction conditions and hazardous chemicals covers a pivotal role. In this research paper the synthesis, characterization, and application of novel libraries of triazine bis-quaternary ammonium salts, employed as coupling agents to produce amides is reported. Full characterization of the novel compounds by 1H and 13C NMR, FT-IR spectroscopy, ESI-HRMS, and elemental analysis is provided. Furthermore, a comparison in terms of activity of the preformed triazine compounds versus in situ formulations has been evaluated for the formation of amides in the presence of phenylethylamine and different aliphatic or aromatic acids. A possible correlation between the chemical structure of the triazine and their reactivity for the formation of the triazine bis-quaternary ammonium salts is also reported. Moreover, best performing condensation agents have been further tested for the cross-linking of collagen powder as possible wet white tanning systems, for sustainable and environmentally friendly leather tanning.

Synthesis of N-Heterocycles by Reductive Cyclization of Nitroalkenes Using Molybdenum Hexacarbonyl as Carbon Monoxide Surrogate

The development of a method that uses molybdenum hexacarbonyl [Mo(CO)6] as carbon monoxide (CO) surrogate for the palladium-catalyzed reductive cyclization of nitroalkenes into indoles or thienopyrroles is reported. Several types of nitroalkenes could be transformed into the desired products in excellent yields and in most cases with complete regioselectivities and higher yields than those previously reported with palladium/CO system.