6,6'-Dihydroxy-3,3'-bipyridine

Base Information

• Chemical Name: 6,6'-Dihydroxy-3,3'-bipyridine
• CAS No.: 142929-10-0
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.186
• DSSTox Substance ID: DTXSID40593224
• Wikidata: Q72466532
• Mol file: 142929-10-0.mol

Synonyms:142929-10-0;6,6'-DIHYDROXY-3,3'-BIPYRIDINE;[3,3'-Bipyridine]-6,6'(1H,1'H)-dione;5-(6-oxo-1H-pyridin-3-yl)-1H-pyridin-2-one;SCHEMBL3098901;DTXSID40593224;6,6/'-Dihydroxy-3,3/'-bipyridine;AKOS015909745

Chemical Property of 6,6'-Dihydroxy-3,3'-bipyridine

Chemical Property:

• Boiling Point: 542.1 °C at 760 mmHg
• PKA: 11.52±0.10(Predicted)
• Flash Point: 281.7 °C
• PSA: 66.24000
• Density: 1.363 g/cm³
• LogP: 1.55480
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 374

Purity/Quality:

98%Min ^*data from raw suppliers

6,6'-Dihydroxy-3,3'-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)NC=C1C2=CNC(=O)C=C2

Technology Process of 6,6'-Dihydroxy-3,3'-bipyridine

There total 3 articles about 6,6'-Dihydroxy-3,3'-bipyridine 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: 85.0%

6,6′-dimethoxy-3,3′-bipyridine (95881-82-6) → <3,3'-Bipyridin>-6,6'-diol (142929-10-0)

Guidance literature:

With pyridine hydrochloride; for 4h; Heating;

Reference yield:

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → <3,3'-Bipyridin>-6,6'-diol (142929-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / Pd(PPh₃)4 / xylene / 12 h / Heating

2: 85 percent / Pyridiniumchlorid / 4 h / Heating

With pyridine hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In xylene;

Reference yield:

2-methoxy-5-(trimethylstannyl)pyridine (142929-24-6) → <3,3'-Bipyridin>-6,6'-diol (142929-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / Pd(PPh₃)4 / xylene / 12 h / Heating

2: 85 percent / Pyridiniumchlorid / 4 h / Heating

With pyridine hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In xylene;

upstream raw materials:

6,6′-dimethoxy-3,3′-bipyridine

2-methoxy-5-bromopyridine

2-methoxy-5-(trimethylstannyl)pyridine

Refernces