113567-29-6

Basic information

• Product Name: 2-PHENYL-2,3-DIHYDRO-4-QUINOLONE
• Synonyms: 2-PHENYL-2,3-DIHYDRO-4-QUINOLONE;(2R)-2-Phenyl-2,3-dihydro-4-quinolone;(R)-2-PHENYL-2,3-DIHYDROQUINOLIN-4(1H)-ONE
• CAS NO: 113567-29-6
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.27
• Product Categories: pharmacetical
• Mol File: 113567-29-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 410.1°Cat760mmHg
• Flash Point: 169°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 6.2E-07mmHg at 25°C
• Refractive Index: 1.603
• PKA: 1.92±0.40(Predicted)
• CAS DataBase Reference: 2-PHENYL-2,3-DIHYDRO-4-QUINOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-2,3-DIHYDRO-4-QUINOLONE(113567-29-6)
• EPA Substance Registry System: 2-PHENYL-2,3-DIHYDRO-4-QUINOLONE(113567-29-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 113567-29-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 3159, 1989 DOI: 10.1080/00397918908052715

InChI:InChI=1/C15H13NO/c17-15-10-14(11-6-2-1-3-7-11)16-13-9-5-4-8-12(13)15/h1-9,14,16H,10H2/t14-/m1/s1

Upstream product

• 16619-14-0 2-phenyl-2,3-dihydro-1H-quinolin-4-one 
• 3066-75-9 allyl diethyl phosphate 
• 14802-18-7 2-phenyl-1H-quinolin-4-one 
• 551-93-9 2-aminoacetophenone 
• 100-52-7 benzaldehyde 
• 78396-00-6 1-(2-aminophenyl)-3-phenylprop-2-en-1-one 
• 78396-00-6 2-aminochalcone 
• 172538-83-9 benzyl 4-oxoquinoline-1(4H)-carboxylate 
• 529-37-3 4(1H)-quinolinone 
• 870694-48-7 (2R)-benzyl 2-phenyl-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate 
• 113544-25-5 2-Oxo-2-{N'-[(R)-2-phenyl-2,3-dihydro-1H-quinolin-(4E)-ylidene]-hydrazino}-N-(1-phenyl-ethyl)-acetamide 

Relevant articles and documents

Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane

(Chemical Equation Presented) The first catalytic asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed by way of a rhodium-catalyzed 1,4-addition of arylzinc reagents to 4-quinolones. These 1,4-adducts can be obtained with high enant

Chiral Phosphoric Acid Catalyzed Asymmetric Synthesis of 2-Substituted 2,3-Dihydro-4-quinolones by a Protecting-Group-Free Approach

Chiral 2-substituted 2,3-dihydro-4-quinolones were synthesized based on the chiral phosphoric acid catalyzed intramolecular aza-Michael addition reaction using N-unprotected 2-aminophenyl vinyl ketones as substrates in good yields with high enantioselectivities. (Chemical Equation Presented).

Per-6-amino-β-cyclodextrin as a chiral base catalyst promoting one-pot asymmetric synthesis of 2-Aryl-2,3-dihydro-4-quinolones

A highly efficient one-pot synthesis of enantiomerically enriched 2-aryl-2,3-dihydroquinolin-4(1H)-ones has been carried out for the first time using per-6-ABCD as a supramolecular host, chiral base catalyst, and a reusable promoter to give the corresponding scaffold with high yield (up to 99%) and enantiomeric excess (up to 99%). The catalyst is recovered and reused without loss in its activity.