4452-13-5

Basic information

• Product Name: (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one
• Synonyms: 1-Phenyl-3-(3-pyridinyl)-2-propen-1-one
• CAS NO: 4452-13-5
• Molecular Formula: C₁₄H₁₁NO
• Molecular Weight: 209.2432
• Mol File: 4452-13-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 362.9°C at 760 mmHg
• Flash Point: 181°C
• Density: 1.143g/cm³
• Vapor Pressure: 1.87E-05mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one(4452-13-5)
• EPA Substance Registry System: (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one(4452-13-5)

Safety Data

• Hazardous Substances Data: 4452-13-5(Hazardous Substances Data)

Usage

General Description

(2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one, also known as β-pyridyl-α-phenylacrolein, is a chemical compound with the molecular formula C16H11NO. It is a yellow-brown crystalline solid that is used in organic synthesis and pharmaceutical research. (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one has been studied for its potential medicinal properties, including its role as a potential anti-cancer agent and its ability to inhibit the growth of certain bacteria and fungi. It is also used as a reagent in the synthesis of various organic compounds, and its structure allows for multiple potential chemical modifications to tailor its properties for specific applications. Additionally, it is used as a flavoring or scent agent due to its aromatic properties. Overall, (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one is a versatile compound with various potential applications in the fields of medicine, chemistry, and industry.

Upstream product

• 100-55-0 3-hydroxymethylpyridin 
• 98-86-2 acetophenone 
• 500-22-1 3-pyridinecarboxaldehyde 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 66702-71-4 1-phenyl-3-pyridin-3-yl-prop-2-en-1-ol 
• 27046-82-8 3-(5-phenyl-1-p-tolyl-4,5-dihydro-1H-pyrazol-3-yl)-pyridine 
• 39976-56-2 1-phenyl-3-(pyridin-3-yl)propan-1-one 
• 1446393-63-0 C₁₉H₁₆N₂ 
• 1446393-61-8 2-phenyl-4-(3-pyridyl)-5,6,7,8-tetrahydroquinoline 
• 1416219-39-0 (3S,4S)-3-benzyl-6-phenyl-4-(pyridin-3-yl)-3,4-dihydro-2H-pyran-2-one 

Relevant articles and documents

Regiodivergent synthesis of vinyl trifluoromethansulfonates γ/δ lactones: Via 1,6 addition/intramolecular one-pot annulation of 1,4-dihidropyridines derivated from pyridinyl propenones

We report a novel intramolecular 1,6 oxa-Michael addition on substituted dihydropyridines to obtain 5 and 6 member ring lactones in an one-pot reaction starting from activated pyridinyl propenones, without organic catalysis or presence of bulky groups in

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

Tuning the Product Selectivity of the α-Alkylation of Ketones with Primary Alcohols using Oxidized Titanium Nitride Photocatalysts and Visible Light

The direct α-alkylation of ketones with alcohol to synthesize important α-alkylated ketones and enones is an attractive procedure for C-C bond formation. High reaction temperatures are always needed for heterogeneous catalysis using non-noble metals, and switching product selectivity in one catalysis system remains a great challenge. In the present study, a visible-light-driven procedure for this reaction is proposed, using oxidized TiN photocatalysts under mild conditions, whereby the product selectivity can be well-tuned. Oxidized TiN photocatalysts with tunable surface N/O ratios were successfully synthesized through the facile and flexible thermal oxidation treatment of low-cost TiN nanopowder. The α-alkylation of acetophenone with benzyl alcohol to form the two important compounds chalcone and dihydrochalcone occurred even at room temperature and almost complete conversion was achieved at 100 °C under visible light. The proportion of the two products can be well-tuned by switching the surface N/O ratio of the synthesized photocatalysts. Visible light is demonstrated to affect the surface N/O ratio of the photocatalysts and contribute to tuning the product selectivity. Light intensity and action spectrum study proves that the generation of energetic charge carriers results in the observed activities under visible light, based on interband transitions of TiN or the ligand-to-metal charge transfer (LMCT) effect of the surface complex formed on TiO2. Thermal energy can be coupled with light energy within this photocatalytic system, which will facilitate the full use of solar energy. Different sequential reaction mechanisms on TiN and TiO2 are proposed to be responsible for the tunable product selectivity. The wide reaction scope, the fine conversion at a low light intensity, and the favorable reusability of photocatalysts prove the great application potential of this visible-light-driven procedure for the α-alkylation of ketones with primary alcohols.