4-Hydroxypyridine

Base Information

• Chemical Name: 4-Hydroxypyridine
• CAS No.: 626-64-2
• Deprecated CAS: 26266-70-6,811801-35-1
• Molecular Formula: C5H5NO
• Molecular Weight: 95.1008
• Hs Code.: 29339900
• 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: 626-64-2.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 crystalline powder
• Melting Point: 150-151 °C(lit.)
• Refractive Index: 1.5939 (estimate)
• Boiling Point: 204.3 °C at 760 mmHg
• PKA: 3.2(at 20℃)
• Flash Point: 107.8 °C
• PSA: 33.12000
• Density: 1.111 g/cm³
• LogP: 0.78720
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble
• 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:

98% ^*data from raw suppliers

4-Hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36-37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CNC=CC1=O
• Uses: 4-Hydroxypyridine was used in the synthesis of (Ag3MoO3F3) (Ag3MoO4)Cl by hydro(solvato)thermal methods. It was used as model compound to study the natural photodegradation of representative aquatic environmental contaminants.

Technology Process of 4-Hydroxypyridine

There total 59 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: 99.0%

4-pyridylboronic acid (1692-15-5) → pyridin-4-ol (626-64-2,157061-69-3)

Guidance literature:

With fullerene (C₆₀); oxygen; N-ethyl-N,N-diisopropylamine; In ethanol; toluene; Irradiation; Flow reactor;

DOI:10.1039/d0ra10147h

Reference yield: 95.0%

4-(2-trimethylsilanylethoxy)pyridine (1338215-40-9) → pyridin-4-ol (626-64-2,157061-69-3)

Guidance literature:

4-(2-trimethylsilanylethoxy)pyridine; With cesium fluoride; In N,N-dimethyl-formamide; at 60 ℃; for 1h; Inert atmosphere;

With water; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.08.023

Reference yield: 93.3%

3,5-dichloropiperidin-4-one → pyridin-4-ol (626-64-2,157061-69-3)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 40 - 45 ℃; for 3h;

upstream raw materials:

4-pyrone

4-aminopyridine

4-Chloropyridine

4-hydroxypyridine N-oxide

Downstream raw materials:

1-methyl-pyrrolidin-2-one

4-methoxypyridine

1-(4-nitrophenyl)-4-pyridone

4-(4-oxo-4H-pyridin-1-yl)-benzoic acid ethyl ester

Refernces

• 1、 Zhang, Haowen,Zhang, Xiao,Zheng, Ying,Zhou, Cen. "Isotruxene-based porous polymers as efficient and recyclable photocatalysts for visible-light induced metal-free oxidative organic transformations". supporting information. p. 8878 - 8885. Retrieved 2021/11/27.
• 2、 Xiao, Guangjun,Li, Wenqian,Chen, Tao,Hu, Wei-Bo,Yang, Hui,Liu, Yahu A.,Wen, Ke. "Application of Electron-Rich Covalent Organic Frameworks COF-JLU25 for Photocatalytic Aerobic Oxidative Hydroxylation of Arylboronic Acids to Phenols". supporting information. p. 3986 - 3991. Retrieved 2021/03/29.