Dipyridin-3-ylmethane

Base Information

• Chemical Name: Dipyridin-3-ylmethane
• CAS No.: 78210-43-2
• Molecular Formula: C11H10N2
• Molecular Weight: 170.2105
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80563729
• Nikkaji Number: J1.376.910I
• Wikidata: Q82448208
• Mol file: 78210-43-2.mol

Synonyms:Dipyridin-3-ylmethane;78210-43-2;3-(pyridin-3-ylmethyl)pyridine;di(pyridin-3-yl)methane;3,3'-methylenedipyridine;di-3-pyridylmethane;bis-(3-pyridyl)methane;bis(pyridin-3-yl)-methane;SCHEMBL727185;3-(pyridine-3-ylmethyl)pyridine;DTXSID80563729;IFPGYRGTXVSLDQ-UHFFFAOYSA-N;3-[(pyridin-3-yl)methyl]pyridine;AKOS016002908;SB54340;AS-57570;W13166

Chemical Property of Dipyridin-3-ylmethane

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 313.069°C at 760 mmHg
• Flash Point: 118.259°C
• PSA: 25.78000
• Density: 1.096g/cm³
• LogP: 2.06740
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 131

Purity/Quality:

98%min ^*data from raw suppliers

Dipyridin-3-ylmethane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)CC2=CN=CC=C2

Technology Process of Dipyridin-3-ylmethane

There total 6 articles about Dipyridin-3-ylmethane 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: 96.0%

di-3-pyridylmethanone (35779-35-2) → 5,5-methylenebis(pyridine) (78210-43-2)

Guidance literature:

di-3-pyridylmethanone; With potassium hydroxide; In ethylene glycol; at 20 ℃; for 1h; Inert atmosphere;

With hydrazine hydrate; at 185 ℃; for 1.75h; Inert atmosphere;

DOI:10.1002/hc.20753

Reference yield: 73.0%

C11H8N6(2+)*2Cl(1-) → 5,5-methylenebis(pyridine) (78210-43-2)

Guidance literature:

With methanol; at 20 ℃; for 10h; Reflux;

DOI:10.1002/jccs.201100049

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → 5,5-methylenebis(pyridine) (78210-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: potassium hydroxide / ethylene glycol / 1 h / 20 °C / Inert atmosphere

2.2: 1.75 h / 185 °C / Inert atmosphere

With n-butyllithium; potassium hydroxide; In tetrahydrofuran; diethyl ether; ethylene glycol; 2.1: Wolff-Kishner reduction / 2.2: Wolff-Kishner reduction;

DOI:10.1002/hc.20753

upstream raw materials:

di-3-pyridylmethanone

3-Bromopyridine

methyl 3-pyridinecarboxylate

2-aminopyridine

Downstream raw materials:

(dipyridin-3-ylmethyl)triphenylphosphonium bromide

Refernces

• 1、 Shukla, Satyendra N.,Gaur, Pratiksha,Prasad, Mamta,Prasad, Mahender,Mehrotra, Ripul,Mathews, Sheela. "Synthesis, characterization, Catalytic and antibacterial activity of two series of dinuclear ruthenium sulphoxide complexes using 5,5'- methylenebis(pyridine) as bis-chelating bridging ligand". . p. 485 - 493. Retrieved 2012/07/31.