4-Hydroxypyridine

Base Information

• Chemical Name: 4-Hydroxypyridine
• CAS No.: 108-96-3
• Deprecated CAS: 26266-70-6,811801-35-1
• Molecular Formula: C5H5NO
• Molecular Weight: 95.1008
• Hs Code.: 2933 39 99
• European Community (EC) Number: 210-958-3,203-633-2
• NSC Number: 146174,5080
• UNII: 3P2MV07G53
• DSSTox Substance ID: DTXSID2052310
• Nikkaji Number: J2.526.397I,J94.859D,J102.045E
• Wikipedia: 4-Pyridone
• Wikidata: Q230024,Q24730939
• Metabolomics Workbench ID: 71511
• ChEMBL ID: CHEMBL237459
• Mol file: 108-96-3.mol

Synonyms:4(1H)-pyridinone;4-hydroxypyridine;4-hydroxypyridine nitrate;4-pyridinol;4-pyridone;gamma-hydroxypyridine

Chemical Property of 4-Hydroxypyridine

Chemical Property:

• Appearance/Colour: beige Powder
• Vapor Pressure: 0.265mmHg at 25°C
• Melting Point: 150-151 ºC(lit.)
• Refractive Index: 1.513
• Boiling Point: 204.3 ºC at 760 mmHg
• PKA: 10.87±0.69(Predicted)
• Flash Point: 107.8ºC
• PSA: 32.86000
• Density: 1.111 g/cm³
• LogP: 0.37490
• Storage Temp.: Store below +30°C.
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 95.037113783
• Heavy Atom Count: 7
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

1,4-Dihydro-4-pyridinone for synthesis. CAS 108-96-3, pH 7.0 (50 g/l, H O, 20 °C)., for synthesis ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CNC=CC1=O

Technology Process of 4-Hydroxypyridine

There total 14 articles about 4-Hydroxypyridine 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%

1,1,5,5-tetraethoxy-3-pentanone (77070-79-2) → 4-pyridone (108-96-3,26266-70-6)

Guidance literature:

With ammonium acetate; In acetic acid; at 90 - 100 ℃; for 0.5h;

DOI:10.1007/s11178-005-0303-y

Reference yield: 30.0%

4'-(4-Chloro-phenylsulfanyl)-4'H-[1,1']bipyridinyl-4-one (78526-41-7) → 4-pyridone (108-96-3,26266-70-6) + 4-[(4′-chlorophenyl)thio]pyridine (71831-74-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 16h; Heating;

DOI:10.1039/P19810001585

Reference yield: 24.0%

4'-Benzylsulfanyl-4'H-[1,1']bipyridinyl-4-one (78526-40-6) → 4-pyridone (108-96-3,26266-70-6) + benzyl 4-pyridyl sulfide (51290-78-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 16h; Heating;

DOI:10.1039/P19810001585

upstream raw materials:

1-Acetyl-4(1H)-pyridinon

dichloromethane

acetic acid

pyridin-4-ol

Downstream raw materials:

4-hydroxy-3-nitropyridine

pyridin-4-yl 4-methylbenzenesulfonate

pyridine-4-thiol

3-iodo-pyridin-4-ol

Refernces

• 1、 Zoltewicz,Sale. "-". . p. 1455,1458. Retrieved 1971.
• 2、 Gaber, Abd El-Aal M.,Hunter, Gordon A.,McNab, Hamish. "3-Hydroxypyrroles and 1H-pyrrol-3(2H)-ones. Part 14. Pyrolysis of oxazolidinylmethylene derivatives of Meldrum's acid - Synthesis of N-alkenyl-3-hydroxypyrroles and related reactions". . p. 548 - 554. Retrieved 2007/10/03.
• 3、 Zaionts, V. I.,Korovitskaya, L. A.,Agrest, F. B.,Gutshabach, E. Sh.,Yachkula, S. S.. "EFFECT OF THE POSITION OF THE NITROGEN ATOM IN HETERO- AND HOMOAROMATIC HYDROXY COMPOUNDS ON THE CONTENT OF THE HIGHLY POLAR TAUTOMER OF AN ORGANIC AMPHOLYTE IN WATER". . p. 1153 - 1158. Retrieved 2007/10/02.