59576-29-3

Basic information

• Product Name: 2-Acetyl-6-phenylpyridine
• Synonyms: 2-Acetyl-6-phenylpyridine;Ethanone, 1-(6-phenyl-2-pyridinyl)-;1-(6-phenylpyridin-2-yl)ethanone
• CAS NO: 59576-29-3
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.23254
• Mol File: 59576-29-3.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Acetyl-6-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetyl-6-phenylpyridine(59576-29-3)
• EPA Substance Registry System: 2-Acetyl-6-phenylpyridine(59576-29-3)

Safety Data

• Hazardous Substances Data: 59576-29-3(Hazardous Substances Data)

Usage

General Description

2-Acetyl-6-phenylpyridine, also known as 2-Acetyl-6-methoxypyridine, is a chemical compound with the molecular formula C13H11NO. It is a yellow crystalline solid that is used as a flavoring agent in the food industry. It is also used in the synthesis of pharmaceutical compounds and as an intermediate in the production of other chemicals. 2-Acetyl-6-phenylpyridine has a strong, sweet, floral odor and is often used in perfumes and personal care products. It is important to handle this chemical with care, as it can be irritating to the skin, eyes, and respiratory system.

Upstream product

• 49669-13-8 1-(6-bromopyridin-2-yl)-ethanone 
• 603-33-8 triphenylbismuthane 
• 1008-89-5 2-phenylpyridine 
• 109-72-8 n-butyllithium 
• 127-19-5 N,N-dimethyl acetamide 
• 75-24-1 trimethylaluminum 
• 206127-25-5 6-phenylpyridine-2-carboxylic acid methyl ester 
• 39065-47-9 6-phenyl-pyridine-2-carbonitrile 
• 39774-26-0 2-bromo-6-phenylpyridine 
• 39774-25-9 6-phenylpyridin-2-amine 
• 626-05-1 2,6-Dibromopyridine 
• 94243-24-0 1-(3-phenyl-1,2,4-triazin-5-yl)ethan-1-one 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 98-80-6 phenylboronic acid 

Downstream Products

• 18103-89-4 1-(6-phenylpyridin-2-yl)ethanone oxime 
• 202405-47-8 [N-((2-phenylpyridine-6-yl)methylmethylene)-2,6-diisopropylaniline]NiBr₂ 
• 202405-48-9 (2,6-diisopropyl-phenyl)-[1-(6-phen-1-yl-pyridin-2-yl)-ethylidene]-amine 
• 565177-87-9 (2,6-diisopropyl-phenyl)-[1-(6-phen-1-yl-pyridin-2-yl)-ethylidene]-amine cobalt(II) dichloride 
• 1356927-06-4 2-(1H-imidazol-4-yl)-6-phenylpyridine 
• 96718-64-8 2-(bromoacetyl)-6-phenylpyridine 

Relevant articles and documents

Realization of Highly Efficient Red Phosphorescence from Bis-Tridentate Iridium(III) Phosphors

Bis-tridentate Ir(III) metal complexes bring forth interesting photophysical properties, among which the orthogonal arranged, planar tridentate chelates could increase the emission efficiency due to the greater rigidity and, in the meantime, allow strong interligand stacking that could deteriorate the emission efficiency. We bypassed this hurdle by design of five bis-tridentate Ir(III) complexes (1-5), to which both of their monoanionic ancillary and dianionic chromophoric chelate were functionalized derivative of 2-pyrazolyl-6-phenylpyridine, i.e. pzpyphH2 parent chelate. Hence, addition of phenyl substituent to the pyrazolyl fragment of pzpyphH2 gave rise to the precursors of monoanionic chelate (A1H-A3H), on which the additional tert-butyl and/or methoxy groups were introduced at the selected positions for tuning their steric and electronic properties, while precursors of dianionic chelates was judiciously prepared with an isoquniolinyl central unit on pziqphH2 in giving the red-shifted emission (cf. L1H2 and L2H2). Factors affected their photophysical properties were discussed by theoretical methods based on DFT and TD-DFT calculation, confirming that the T1 excited state of all investigated Ir(III) complexes shows a mixed metal-to-ligand charge transfer (MLCT), intraligand charge transfer (ILCT), ligand-to-ligand charge transfer (LLCT), and ligand-centered (LC) transition character. In contrast, the poor quantum yield of 3 is due to the facilitation of the nonradiative decay in comparison to the radiative process. As for potential OLED applications, Ir(III) complex 2 gives superior performance with max. efficiencies of 28.17%, 41.25 cd·A-1 and 37.03 lm·W-1, CIEx,y = 0.63, 0.37 at 50 mA cm-2, and small efficiency roll-off.

Diversification of 6-bromo-2-substituted Pyridine Derivatives via Suzuki-Miyaura Cross-Coupling

The functionalized pyridine ring is a ubiquitous moiety in numerous research areas including materials, natural products, as well as agrochemicals and is a strategic synthon for heteroaromatic synthetic method development. Pyridinyl ligand scaffolds are also frequently incorporated into the study of metal complexes for pharmaceutical applications or separation science. Convergent access to advanced synthons is critical to experimentally defining structure activity relationships and improvement of molecular performance in the aforementioned areas. The current work describes an efficient catalyst/ligand combination for accessing 2-acetyl- and 2-procarbonyl substituted pyridines via Suzuki-Miyaura cross-coupling with various organotrifluoroborates. Twenty examples are described with carbonyl and procarbonyl functional groups which afford subsequent access to diversified unsymmetric ketones. Substrate scope and limitation in addition to?a scale up experiment are reported.

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