5469-56-7

Basic information

• Product Name: 1,5-diphenylpyrrolidin-2-one
• Synonyms: 1,5-diphenylpyrrolidin-2-one
• CAS NO: 5469-56-7
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.3
• Mol File: 5469-56-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 110-112 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 454.6°C at 760 mmHg
• Flash Point: 222.4°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 1.88E-08mmHg at 25°C
• Refractive Index: 1.61
• PKA: -0.24±0.40(Predicted)
• CAS DataBase Reference: 1,5-diphenylpyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-diphenylpyrrolidin-2-one(5469-56-7)
• EPA Substance Registry System: 1,5-diphenylpyrrolidin-2-one(5469-56-7)

Safety Data

• Hazardous Substances Data: 5469-56-7(Hazardous Substances Data)

Usage

Synonyms

DPP

Class

Pyrrolidines (five-membered nitrogen-containing heterocycles)

Physical state

Solid

Color

White to off-white

Melting point

107-110°C

Solubility

Sparingly soluble in water, soluble in organic solvents

Applications

a. Precursor in the synthesis of pharmaceuticals
b. Development of drugs with potential psychoactive and analgesic properties
c. Synthesis of other organic compounds
d. Derivatives used in organic electronics

Biological activities

a. Potential antioxidant
b. Potential anti-inflammatory agent

InChI:InChI=1/C16H15NO/c18-16-12-11-15(13-7-3-1-4-8-13)17(16)14-9-5-2-6-10-14/h1-10,15H,11-12H2

Upstream product

• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 62-53-3 aniline 
• 101118-77-8 3-chloro-1,5-diphenyl-pyrrolidin-2-one 
• 119690-92-5 4-Hydroxy-4,N-diphenyl-butyramide 
• 96-09-3 styrene oxide 
• 103-84-4 Acetanilid 
• 60773-91-3 β-benzalpropionic acid anilide 
• 17649-94-4 N-phenyl 3-benzoylpropionamide 
• 2051-95-8 succinylbenzene 
• 33685-12-0 N-(1-phenylbut-3-yn-1-yl)aniline 

Relevant articles and documents

One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow

Owing to their wide range of biological properties, γ-aminobutyric acid derivatives (GABA) have been extensively studied and found noteworthy industrial applications. However, atom-economical and efficient processes for their production are scarce and would greatly benefit from further investigations. Herein, we demonstrate that an iridium-based photocatalyst promotes the direct reductive cross-coupling of imines with olefins upon irradiation with visible light to give GABA derivatives in good yields and selectivities. We also stress the enabling triple role of tributylamine additive in this process, discuss the advantages of strategies based on proton-coupled electron transfer (PCET) and demonstrate the scale-up of this reaction in continuous flow.

Reductive Amination/Cyclization of Keto Acids Using a Hydrosilane for Selective Production of Lactams versus Cyclic Amines by Switching of the Indium Catalyst

Described herein is that the catalytic construction of N-substituted five- and six-membered lactams from keto acids with primary amines by reductive amination, using an indium/silane combination. This relatively benign and safe catalyst/reductant system tolerates the use of a variety of functional groups, especially ones that are reduction-sensitive. A direct switch from synthesizing lactams to synthesizing cyclic amines is achieved by changing the catalyst from In(OAc)3 to InI3. This conversion occurs by further reduction of the lactam using the indium/silane pair.

Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: V. Cyclization of anilides of styrylacetic acids in polyphosphoric acid

Anilides of styrylacetic acids at heating in polyphosphoric acid undergo an intramolecular cyclization giving 1,5-diarylpyrrolidin-2-ones, 5-aryl-1,3,4,5-tetrahydro-2H-benzazepin-2-ones, and 5-(3-fluorophenyl) dihydrofuran-2(3H)-one, where the ratio of th