[2,2'-Bipyridine]-5-carbaldehyde

Base Information

• Chemical Name: [2,2'-Bipyridine]-5-carbaldehyde
• CAS No.: 179873-48-4
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.19400
• Hs Code.: 2933399090
• European Community (EC) Number: 836-152-7
• DSSTox Substance ID: DTXSID30446376
• Nikkaji Number: J967.050E
• Wikidata: Q82265000
• Mol file: 179873-48-4.mol

Synonyms:[2,2'-Bipyridine]-5-carbaldehyde;179873-48-4;2,2'-bipyridine-5-carbaldehyde;6-pyridin-2-ylpyridine-3-carbaldehyde;2,2/'-Bipyridine-5-carbaldehyde;6-(PYRIDIN-2-YL)PYRIDINE-3-CARBALDEHYDE;[2,2'-Bipyridine]-5-carboxaldehyde;5-formyl-2,2'-bipyridine;SCHEMBL10324759;DTXSID30446376;AKOS006308610;BS-50037;E76311;EN300-1085381;A928040;J-400151;Z1198306166;[2,2'-bipyridine]-5-carboxaldehyde;2,2'-Bipyridin-5-carbaldehyd;2,2'-Bipyridine-5-carbaldehyde

Chemical Property of [2,2'-Bipyridine]-5-carbaldehyde

Chemical Property:

• Melting Point: 91.8-93.0 °C
• Boiling Point: 355.8oC at 760 mmHg
• PKA: 3.65±0.22(Predicted)
• Flash Point: 172.9oC
• PSA: 42.85000
• Density: 1.205g/cm3
• LogP: 1.95610
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.063662883
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

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

[2,2'-Bipyridine]-5-carbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of [2,2'-Bipyridine]-5-carbaldehyde

There total 19 articles about [2,2'-Bipyridine]-5-carbaldehyde 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: 100.0%

5-(1,3-dioxolan-2-yl)-2,2'-bipyridine → 2,2’-bipyridine-5-carbaldehyde (179873-48-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.electacta.2014.03.116

Reference yield: 96.0%

5-bromo-2,2'-bipyridyl (15862-19-8) → 2,2’-bipyridine-5-carbaldehyde (179873-48-4)

Guidance literature:

With triethylsilane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; carbon monoxide; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; at 90 ℃;

DOI:10.1039/c6ra11606j

Reference yield: 86.0%

5-[2-(N,N-dimethylamino)vinyl]-2,2'-bipyridine → 2,2’-bipyridine-5-carbaldehyde (179873-48-4)

Guidance literature:

With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 4h;

DOI:10.1039/b707601k

upstream raw materials:

2-acetylpyridine

5-bromomethyl-2,2'-bipyridine

1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide

5-methyl-2,2'-bipyridine

Downstream raw materials:

5-ethynyl-2,2'-bipyridine

C₆H₅CHCHC₆H₂(OC₈H₁₇)2CHCHC₅H₃NC₅H₄N

5-{(E)-2-[2,5-Bis-octyloxy-4-((E)-2-pyren-1-yl-vinyl)-phenyl]-vinyl}-[2,2']bipyridinyl

Refernces

• 1、 P?ller, Sascha,Schuhmann, Wolfgang. "A miniaturized voltammetric pH sensor based on optimized redox polymers". . p. 101 - 107. Retrieved 2014.
• 2、 Herten, Dirk-Peter,Haderspeck, Andreas,Braun, Felix,Wadepohl, Hubert. "Copper(II)-induced Fluorescence Quenching of a BODIPY Fluorophore". . p. 735 - 739. Retrieved 2018.
• 3、 Otte, Matthias,Kuijpers, Petrus F.,Troeppner, Oliver,Ivanovic-Burmazovic, Ivana,Reek, Joost N. H.,De Bruin, Bas. "Encapsulation of metalloporphyrins in a self-assembled cubic M 8L6 cage: A new molecular flask for cobalt-porphyrin- catalysed radical-type reactions". . p. 10170 - 10178. Retrieved 2013.
• 4、 Nakamura, Takashi,Ube, Hitoshi,Shiro, Motoo,Shionoya, Mitsuhiko. "A self-assembled multiporphyrin cage complex through three different zinc(II) center formation under well-balanced aqueous conditions". . p. 720 - 723. Retrieved 2013.