1,3-Di(2-pyridyl)-1,3-propanedione

Base Information

• Chemical Name: 1,3-Di(2-pyridyl)-1,3-propanedione
• CAS No.: 10198-89-7
• Molecular Formula: C13H10N2O2
• Molecular Weight: 226.235
• Hs Code.: 29339900
• European Community (EC) Number: 679-839-5
• DSSTox Substance ID: DTXSID30963917
• Nikkaji Number: J2.585.117J
• Wikidata: Q82945817
• Mol file: 10198-89-7.mol

Synonyms:10198-89-7;1,3-Di(2-pyridyl)-1,3-propanedione;1,3-Di(pyridin-2-yl)propane-1,3-dione;1,3-dipyridin-2-ylpropane-1,3-dione;Dipicolinoylmethane;1,3-di(2-pyridyl)propane-1,3-dione;1,3-bis(pyridin-2-yl)propane-1,3-dione;MFCD01321157;1,3-di[2-pyridyl]-1,3-propanedione;4773-20-0;Maybridge1_006844;1,3-Propanedione, 1,3-di-2-pyridinyl-;SCHEMBL253276;HMS560P02;DTXSID30963917;DCGUVLMWGIPVDP-UHFFFAOYSA-N;CCG-41518;AKOS005203454;1,3-bis[2-pyridyl]-1,3-propanedione;AS-63060;SY052792;CS-0095536;D2512;FT-0730475;1,3-Di(2-pyridyl)-1,3-propanedione, 97%;N12175;SR-01000631588-1;1,3-Di(pyridin-2-yl)propane-1,3-dione, AldrichCPR;BRD-K39239327-001-01-8

Chemical Property of 1,3-Di(2-pyridyl)-1,3-propanedione

Chemical Property:

• Melting Point: 106 ºC
• Boiling Point: 415.3 °C at 760 mmHg
• PKA: 6.47±0.46(Predicted)
• Flash Point: 206.7 °C
• PSA: 59.92000
• Density: 1.233 g/cm³
• LogP: 1.93230
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: almost transparency in hot Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 226.074227566
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Dipyridin-2-ylpropane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)CC(=O)C2=CC=CC=N2

Technology Process of 1,3-Di(2-pyridyl)-1,3-propanedione

There total 3 articles about 1,3-Di(2-pyridyl)-1,3-propanedione 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: 76.0%

2-acetylpyridine (1122-62-9) + ethyl-2-picolinate (2524-52-9,1228273-66-2) → 1-(2-pyridyl)-3-(2-pyridyl)-1,3-propanedione (10198-89-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.13.90

Reference yield: 52.0%

2-acetylpyridine (1122-62-9) + methyl pyridine-2-carboxylate (2459-07-6,260998-83-2) → 1-(2-pyridyl)-3-(2-pyridyl)-1,3-propanedione (10198-89-7)

Guidance literature:

With sodium ethanolate; In toluene; at 55 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c9sc00678h

Reference yield:

→ 1-(2-pyridyl)-3-(2-pyridyl)-1,3-propanedione (10198-89-7)

Guidance literature:

DOI:10.1021/jo01280a064

upstream raw materials:

2-acetylpyridine

methyl pyridine-2-carboxylate

ethyl-2-picolinate

Downstream raw materials:

2,2'-(1-phenyl-1H-pyrazole-3,5-diyl)dipyridine

3,5-di(pyridin-2-yl)-1H-pyrazole

ethyl 5-oxo-5-(pyridin-2-yl)pentanoate

10-(4-Bromophenyl)-12,12-dimethyl-10,12dihydro-10-azaindeno[2,1-b]-fluorene

Refernces

• 1、 Lee, Sze-Ling,Hu, Fei-Long,Shang, Xiu-Juan,Shi, Yi-Xiang,Tan, Ai Ling,Mizera, Jens,Clegg, Jack K.,Zhang, Wen-Hua,Young, David J.,Lang, Jian-Ping. "Efficient ring-opening polymerization (ROP) of ?-caprolactone catalysed by isomeric pyridyl β-diketonate iron(III) complexes". . p. 14457 - 14465. Retrieved 2017.
• 2、 Andrews, Philip C.,Deacon, Glen B.,Frank, Rene,Fraser, Benjamin H.,Junk, Peter C.,MacLellan, Jonathan G.,Massi, Miliano,Moubaraki, Boujemaa,Murray, Keith S.,Silberstein, Morry. "Formation of HoIII trinuclear clusters and GdIII monodimensional polymers induced by ortho and para regioisomers of pyridyl-functionalised a-diketones: Synthesis, structure, and magnetic properties". . p. 744 - 751. Retrieved 2009.
• 3、 Caporale, Chiara,Fuller, Rebecca O.,Massi, Massimiliano,Murray, Keith S.,Ogden, Mark I.,Phonsri, Wasinee,Rajaraman, Gopalan,Sobolev, Alexandre N.,Swain, Abinash. "Lanthanoid pyridyl-β-diketonate 'triangles'. New examples of single molecule toroics". . p. 17421 - 17432. Retrieved 2020.