107771-78-8

Basic information

• Product Name: 6-Phenylpyridine-2-carboxylic acid ethyl ester
• Synonyms: 6-Phenylpyridine-2-carboxylic acid ethyl ester;2-Pyridinecarboxylic acid, 6-phenyl-, ethyl ester;Ethyl 6-phenylpicolinate;methyl 6-phenylpicolinate
• CAS NO: 107771-78-8
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.25852
• Mol File: 107771-78-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 50-57 °C
• Boiling Point: 384.7±30.0 °C(Predicted)
• Appearance: /
• Density: 1.123±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.44±0.10(Predicted)
• CAS DataBase Reference: 6-Phenylpyridine-2-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Phenylpyridine-2-carboxylic acid ethyl ester(107771-78-8)
• EPA Substance Registry System: 6-Phenylpyridine-2-carboxylic acid ethyl ester(107771-78-8)

Safety Data

• Hazardous Substances Data: 107771-78-8(Hazardous Substances Data)

Usage

General Description

6-Phenylpyridine-2-carboxylic acid ethyl ester is a chemical compound with the molecular formula C15H13NO2. It is an ethyl ester derivative of 6-Phenylpyridine-2-carboxylic acid, which is a heterocyclic aromatic carboxylic acid. 6-Phenylpyridine-2-carboxylic acid ethyl ester is commonly used in the synthesis of pharmaceuticals and agrochemicals, as well as in research and development. It is also used as a building block for the production of various organic compounds and can be employed in organic synthesis as a reactant or reagent. Additionally, it may have potential applications in the development of new drugs and materials due to its unique chemical structure and properties.

Upstream product

• 39065-47-9 6-phenyl-pyridine-2-carbonitrile 
• 134370-36-8 Ethyl 5-(2-Oxo-2-phenylethyl)-2-isoxazoline-3-carboxylate 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 134370-24-4 5-(2-Hydroxy-2-phenyl-ethyl)-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester 
• 1008-89-5 2-phenylpyridine 
• 39774-25-9 6-phenylpyridin-2-amine 
• 39774-26-0 2-bromo-6-phenylpyridine 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 81852-50-8 ethyl α-azidoacrylate 
• 603-33-8 triphenylbismuthane 
• 21190-88-5 6-bromopyridine-2-carboxylic acid ethyl ester 
• 1615240-36-2 ethyl 2-allyl-3-phenyl-2H-azirine-2-carboxylate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 63202-75-5 ethyl 2-benzoylpent-4-enoate 

Downstream Products

• 59576-29-3 methyl(2-phenylpyridin-6-yl)-methanone 
• 39774-28-2 6-phenyl-pyridine-2-carboxylic acid 

Relevant articles and documents

New class of NCS-free cyclometalated ruthenium(II) complexes with 6-phenylpyridine-2-carboxylate for use as near-infrared sensitizers in dye-sensitized solar cells

Three examples, FT102, FT90, and FT117 of a new class of NCS-free cyclometalated ruthenium(II) complexes, Ru(tctpy)(O^N^C) (where O^N^C is a tridentate 6-phenylpyridine-2-carboxylate), were synthesized for use as near-infrared (IR) sensitizers in dye-sensitized solar cells (DSSCs). A tridentate donor ligand, 6-phenylpyridine-2-carboxylate was introduced in order to enhance the light harvesting efficiency in the longer wavelength region for the first time. Modifying the ligand improved the photovoltaic performance, and DSSCs sensitized with FT117 exhibited efficient panchromatic sensitization over the entire visible wavelength, extending into the near-IR region. The highest incident photon-to-current conversion efficiency (68%) was found at 600 nm, and the action spectrum onset was near 920 nm.

4-HO-TEMPO-Catalyzed Redox Annulation of Cyclopropanols with Oxime Acetates toward Pyridine Derivatives

A 4-HO-TEMPO-catalyzed redox strategy for the synthesis of pyridines through the annulation of cyclopropanols and oxime acetates has been developed. This protocol features good functional group tolerance and high chemoselectivity and also promises to be efficient for the late-stage functionalization of skeletons of drugs and natural products. Mechanism studies indicate that the reaction involves the in situ generated α,β-unsaturated ketones and imines as the key intermediates, which are derived from cyclopropanols and oxime acetates via a TEMPO/TEMPOH redox cycle, respectively. The pyridine products are formed as a result of annulation of enones with imines followed by TEMPO-catalyzed oxidative aromatization by excess oxime acetates. This method not only realizes the TEMPO-catalyzed redox reaction but also broadens the frontiers for TEMPO in catalysis.

Palladium-catalyzed cross-coupling reaction of functionalized aryl- and heteroarylbismuthanes with 2-halo(or 2-Triflyl)azines and -diazines

The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in a cross-coupling reaction is also described. The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in cross-coupling reactions is also described. Copyright