2-Acetyl-6-phenylpyridine

Base Information

• Chemical Name: 2-Acetyl-6-phenylpyridine
• CAS No.: 59576-29-3
• Molecular Formula: C13H11NO
• Molecular Weight: 197.236
• DSSTox Substance ID: DTXSID00573345
• Nikkaji Number: J1.581.129C
• Wikidata: Q82462045
• Mol file: 59576-29-3.mol

Synonyms:2-Acetyl-6-phenylpyridine;59576-29-3;1-(6-phenylpyridin-2-yl)ethanone;1-(6-Phenylpyridin-2-yl)ethan-1-one;SCHEMBL4947900;DTXSID00573345;FSUBPWYPGLMZRQ-UHFFFAOYSA-N

Chemical Property of 2-Acetyl-6-phenylpyridine

Chemical Property:

• PSA: 29.96000
• LogP: 2.95120
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC(=N1)C2=CC=CC=C2

Technology Process of 2-Acetyl-6-phenylpyridine

There total 13 articles about 2-Acetyl-6-phenylpyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

1-(6-bromopyridin-2-yl)-ethanone (49669-13-8) + phenylboronic acid (98-80-6) → methyl(2-phenylpyridin-6-yl)-methanone (59576-29-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In ethanol; water; toluene; for 12h; Reflux; Inert atmosphere;

DOI:10.1021/acs.inorgchem.9b01383

Reference yield: 88.0%

1-(6-bromopyridin-2-yl)-ethanone (49669-13-8) + potassium phenyltrifluoborate → methyl(2-phenylpyridin-6-yl)-methanone (59576-29-3)

Guidance literature:

With palladium diacetate; caesium carbonate; ruphos; In water; toluene; at 110 ℃; for 16h;

DOI:10.1002/jhet.3144

Reference yield: 82.0%

1-(3-phenyl-1,2,4-triazin-5-yl)ethan-1-one (94243-24-0) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → methyl(2-phenylpyridin-6-yl)-methanone (59576-29-3)

Guidance literature:

In various solvent(s); for 5h; Heating;

DOI:10.1080/00304940109356617

upstream raw materials:

Ethyl 6-Phenyl-2-pyridinecarboxylate

2-bromo-6-phenylpyridine

N,N-dimethyl acetamide

1-(6-bromopyridin-2-yl)-ethanone

Downstream raw materials:

1-(6-phenylpyridin-2-yl)ethanone oxime

[N-((2-phenylpyridine-6-yl)methylmethylene)-2,6-diisopropylaniline]NiBr₂