Di(pyridin-3-yl)methanone

Base Information

• Chemical Name: Di(pyridin-3-yl)methanone
• CAS No.: 35779-35-2
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.19
• Hs Code.: 2933399990
• European Community (EC) Number: 808-983-5
• NSC Number: 170628
• DSSTox Substance ID: DTXSID80305388
• Nikkaji Number: J2.431.110D
• Wikidata: Q27467930
• ChEMBL ID: CHEMBL1604922
• Mol file: 35779-35-2.mol

Synonyms:Di(pyridin-3-yl)methanone;35779-35-2;dipyridin-3-ylmethanone;di(3-pyridinyl)methanone;di-pyridin-3-yl-methanone;Methanone, di-3-pyridinyl-;Methanone,di-3-pyridinyl-;pyrid-3-yl ketone;NSC170628;di-(3-pyridyl)ketone;Di-3-pyridinylmethanone;MLS000756256;SCHEMBL1242243;CHEMBL1604922;DTXSID80305388;AQLPDLOXKZRZEV-UHFFFAOYSA-N;HMS2545K21;Dipyridin-3-ylmethanone, AldrichCPR;MFCD01464076;AKOS005216690;CS-W007194;NSC-170628;3-(PYRIDINE-3-CARBONYL)PYRIDINE;AS-57917;SMR000224818;FT-0698312;C74841;A852950;AE-562/12222935;Q27467930

Chemical Property of Di(pyridin-3-yl)methanone

Chemical Property:

• Vapor Pressure: 5.63E-05mmHg at 25°C
• Melting Point: 115.5-117.0 °C
• Refractive Index: 1.593
• Boiling Point: 346.8 °C at 760 mmHg
• PKA: 2.81±0.10(Predicted)
• Flash Point: 167.6 °C
• PSA: 42.85000
• Density: 1.196 g/cm³
• LogP: 1.70760
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.063662883
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

NLT 98% ^*data from raw suppliers

Di(pyridin-3-yl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Di(pyridin-3-yl)methanone

There total 15 articles about Di(pyridin-3-yl)methanone 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%

3-Bromopyridine (626-55-1,163928-56-1) + methyl 3-pyridinecarboxylate (93-60-7) + n-butyllithium (109-72-8,29786-93-4) → di-3-pyridylmethanone (35779-35-2)

Guidance literature:

3-Bromopyridine; n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

methyl 3-pyridinecarboxylate; In diethyl ether; benzene; at -78 - -20 ℃;

DOI:10.1016/j.molstruc.2005.02.013

Reference yield: 74.0%

pyridin-3-ylzinc(II) bromide (220565-63-9) + S-phenyl pyridine-3-carbothioate (28122-96-5) → di-3-pyridylmethanone (35779-35-2)

Guidance literature:

With (phenyl)(bis-triphenylphosphine)palladium(II) chloride; In tetrahydrofuran; toluene; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00031

Reference yield: 59.0%

3-pyridinecarboxaldehyde (500-22-1) + 3-Bromopyridine (626-55-1,163928-56-1) → di-3-pyridylmethanone (35779-35-2)

Guidance literature:

With C₁₆H₂₄N₄O; palladium diacetate; potassium hydrogencarbonate; In tert-Amyl alcohol; at 150 ℃; for 24h;

DOI:10.1021/acscatal.8b00440

upstream raw materials:

3-pyridyllithium

pyridine-3-carbonitrile

3-pyridinecarboxylic acid ethyl ester

nicotinic acid

Downstream raw materials:

(dipyridin-3-ylmethyl)triphenylphosphonium bromide

(2,4-dichloro-3-phenylquinolin-6-yl)(dipyridin-3-yl)methanol trifluoroacetate

α-(3-Pyridyl)-3-pyridinmethanol

5,5-methylenebis(pyridine)

Refernces

• 1、 Chen, Xu-Dong,Mak, Thomas C.W.. "Helical and zigzag coordination polymeric chains derived from di-3-pyridyl ketone and silver(I) salts". . p. 1 - 6. Retrieved 2005.
• 2、 Hsieh, Sheng-Ying,Tang, Yu,Crotti, Simone,Stone, Elizabeth A.,Miller, Scott J.. "Catalytic Enantioselective Pyridine N-Oxidation". supporting information. p. 18624 - 18629. Retrieved 2019/11/21.
• 3、 Park, Byung Sun,Lee, Sang Woo,Kim, In Tae,Tae, Jin Sung,Lee, So Ha. "Synthesis and photoluminescent properties of new ceramidine derivatives". experimental part. p. 66 - 73. Retrieved 2012/03/26.