alpha-Pyridoin

Base Information

• Chemical Name: alpha-Pyridoin
• CAS No.: 1141-06-6
• Molecular Formula: C12H10N2O2
• Molecular Weight: 214.224
• Hs Code.: 2933399090
• European Community (EC) Number: 214-526-5
• NSC Number: 24017
• DSSTox Substance ID: DTXSID601318438
• Nikkaji Number: J203.397F
• Mol file: 1141-06-6.mol

Synonyms:1,2-di(2-pyridyl)-1,2-ethenediol;2,2'-pyridoin;alpha-pyridoin

Chemical Property of alpha-Pyridoin

Chemical Property:

• Appearance/Colour: orange to brown crystalline powder
• Vapor Pressure: 1.06E-06mmHg at 25°C
• Melting Point: 156-160 °C (lit.)
• Refractive Index: 1.62
• Boiling Point: 387.6 °C at 760 mmHg
• PKA: 10.83±0.20(Predicted)
• Flash Point: 188.2 °C
• PSA: 63.08000
• Density: 1.287 g/cm³
• LogP: 1.39290
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

α-Pyridoin(>80%) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha-Pyridoin

There total 14 articles about alpha-Pyridoin 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: 95.0%

pyridine-2-carbaldehyde (1121-60-4) → 2-hydroxy-1,2-di-2-pyridylethanone (1141-06-6)

Guidance literature:

With potassium cyanide; In ethanol; water; for 4h; Reflux;

DOI:10.1139/V10-124

Reference yield: 70.0%

pyridine-2-carbaldehyde (1121-60-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-hydroxy-1,2-di-2-pyridylethanone (1141-06-6) + methyl 4-oxo-4-(2-pyridyl)butanoate (13672-79-2)

Guidance literature:

With triethylamine; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; In various solvent(s); at 80 ℃; for 3h;

DOI:10.1002/adsc.200404123

Reference yield: 43.0%

pyridine-2-carbaldehyde (1121-60-4) → 2,2'-Pyridil (492-73-9) + 2-hydroxy-1,2-di-2-pyridylethanone (1141-06-6)

Guidance literature:

With C₁₅H₂₂N₃O₂⁽¹⁺⁾*Cl^(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.103

upstream raw materials:

α-picoline

pyridine-2-carbaldehyde

pyridine-2-carbaldehyde-((E)-O-benzoyl oxime )

2,2'-Pyridil

Downstream raw materials:

2,3,5,6-tetrakis(2-pyridyl)pyrazine

N′-phenylpicolinohydrazide

(E)-1,2-bis-benzoyloxy-1,2-di-[2]pyridyl-ethene

2-benzoyloxy-1,2-di-[2]pyridyl-ethanone