5337-53-1

Basic information

• Product Name: (E)-3-phenyl-1-(2-pyridyl)prop-2-en-1-one
• Synonyms: (2E)-3-phenyl-1-(pyridin-2-yl)prop-2-en-1-one; 2-propen-1-one, 3-phenyl-1-(2-pyridinyl)-, (2E)-
• CAS NO: 5337-53-1
• Molecular Formula: C₁₄H₁₁NO
• Molecular Weight: 209.2432
• Mol File: 5337-53-1.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 370.031°C at 760 mmHg
• Flash Point: 185.131°C
• Density: 1.143g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: (E)-3-phenyl-1-(2-pyridyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-phenyl-1-(2-pyridyl)prop-2-en-1-one(5337-53-1)
• EPA Substance Registry System: (E)-3-phenyl-1-(2-pyridyl)prop-2-en-1-one(5337-53-1)

Safety Data

• Hazardous Substances Data: 5337-53-1(Hazardous Substances Data)

Usage

General Description

(E)-3-phenyl-1-(2-pyridyl)prop-2-en-1-one, also known as 2'-Acetylpyridine, is a chemical compound with the molecular formula C13H11NO. It is a yellow liquid with a strong, sweet odor, and is commonly used as a flavoring agent in the food industry. It is also used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. Additionally, it has been studied for its potential use as an anti-inflammatory and anti-cancer agent. However, its precise mechanism of action and potential side effects are still under investigation.

Upstream product

• 1122-62-9 2-acetylpyridine 
• 100-52-7 benzaldehyde 
• 110-89-4 piperidine 
• 1121-60-4 pyridine-2-carbaldehyde 
• 536-74-3 phenylacetylene 
• 350-03-8 methyl-3-pyridylketone 
• 98-86-2 acetophenone 

Downstream Products

• 401513-90-4 (+/-)-5-phenyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole 
• 1059698-98-4 C₂₂H₁₈N₂O 
• 1269059-62-2 (2R,3S)-tert-butyl 2-(diphenylmethyleneamino)-5-oxo-3-phenyl-5-(pyridin-2-yl)-pentanoate 
• 1287764-86-6 5-phenyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1057655-09-0 6,6-dimethyl-3-phenyl-2-picolinoyl-6,7-dihydrobenzofuran-4(5H)-one 
• 1421706-84-4 1-(3-oxo-1-phenyl-3-(pyridin-2-yl)propyl)pyrrolidine-2,5-dione 

Relevant articles and documents

Remarkable influence of mild Lewis acid catalysts on cycloadditions leading to tetrasubstituted isoxazolidines: DFT analysis augmented by X-ray and NMR studies

Experimental and theoretical studies were carried out to highlight the influence of mild Lewis acid catalysts on the cycloadditions leading to stereochemically defined tetrasubstituted isoxazolidines. Considerable acceleration and increased exo stereoselectivity were observed for lithium triflate and magnesium bromide catalyzed processes. DFTbased reactivity indices reflected the differences in polar character of the catalyzed and uncatalyzed pathways. The regioselectivities were predicted from interaction energy calculations. Finally, the transition states were successfully located and the extent of bond formation analyzed. The catalytic acceleration was rationalized by density functional theory (DFT) calculated activation parameters. The rate constant ratios with Eyring's transition state theory (TST) rate equation and total partition functions were also theoretically evaluated to further rationalize the observed catalytic acceleration. Springer-Verlag 2012.

Boosting the catalytic performance of zinc linked amino acid complex as an eco-friendly for synthesis of novel pyrimidines in aqueous medium

Zinc linked amino acid complex, Zn(l-proline)2, is considered as a green catalyst for the synthesis of novel series of pyrimidine derivatives 5a–q. The pyrimidines 5a–q were prepared via two pathways: the first is a one-pot reaction of guanidines 3a–c with aromatic aldehyde 1 and acetophenones 2; and the second one is the reaction of guanidines 3a–c with different chalcones 4a–j in aqueous medium. The simplicity of the operation, the short reaction time, and the high efficiency (97%) are the main advantages of this protocol. Furthermore, the green aspects of this synthetic protocol were further investigated by examining the reusability of Zn(l-proline)2 complex throughout five consecutive cycles without a significant loss of catalytic activity. This new procedure has presented remarkable advantages in terms of safety, simplicity, stability, mild conditions, a short reaction time, excellent yields, and high purities without using any organic solvents.

Design, Synthesis, and Evaluation of Chalcone Derivatives as Multifunctional Agents against Alzheimer's Disease

Fifteen chalcone derivatives 3a–3o were synthesized, and evaluated as multifunctional agents against Alzheimer's disease. In vitro studies revealed that these compounds inhibited self-induced Aβ1-42 aggregation effectively ranged from 45.9–94.5

Light-Driven Enantioselective Synthesis of Pyrroline Derivatives by a Radical/Polar Cascade Reaction

Herein, a light-driven, atom-economical process that provides access to enantiomerically enriched substituted chiral 1-pyrroline derivatives is introduced. The strategy involves the distal functionalization of acyl heterocycles through a hydrogen-atom transfer (HAT) process and the use of tailor-made ketimines as reliable electrophilic partners. This transformation is translated into an enantiomerically controlled radical/polar cascade reaction in which water is produced as the sole by-product and stereoselectivity is dictated by coordination to a chiral-at-rhodium catalyst.