3-Hydroxypyridine

Base Information

• Chemical Name: 3-Hydroxypyridine
• CAS No.: 109-00-2
• Deprecated CAS: 58064-43-0
• Molecular Formula: C5H5NO
• Molecular Weight: 95.1008
• Hs Code.: 29333999
• European Community (EC) Number: 203-637-4
• NSC Number: 18470
• UNII: 4KBE4P5B6S
• DSSTox Substance ID: DTXSID1051563
• Nikkaji Number: J1.202.743E,J94.858F
• Wikidata: Q223089
• Metabolomics Workbench ID: 49966
• ChEMBL ID: CHEMBL237847
• Mol file: 109-00-2.mol

Synonyms:3-hydroxypyridine;3-hydroxypyridine hydrochloride;3-hydroxypyridine isomer;3-hydroxypyridine, silver (1+) salt;3-hydroxypyridine, sodium salt;3-hydroxypyridinium

Chemical Property of 3-Hydroxypyridine

Chemical Property:

• Appearance/Colour: yellow to brownish crystal
• Vapor Pressure: 0.19mmHg at 25°C
• Melting Point: 123-130 °C
• Refractive Index: 1.538
• Boiling Point: 318.9 °C at 760 mmHg
• PKA: 4.79, 8.75(at 20℃)
• Flash Point: 146.6 °C
• PSA: 33.12000
• Density: 1.172 g/cm³
• LogP: 0.78720
• Storage Temp.: Store at RT.
• Solubility.: 33g/l
• Water Solubility.: 32.26g/L(20 oC)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 95.037113783
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36-37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=CN=C1)O
• Uses: 3-Hydroxypyridine (cas# 109-00-2) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxypyridine

There total 82 articles about 3-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: 100.0%

pyridin-3-ylamine (462-08-8) → 3-HYDROXYPYRIDINE (109-00-2)

Guidance literature:

pyridin-3-ylamine; With sulfuric acid; at 20 ℃; Cooling with ice;

With sodium nitrite; In water; Reflux;

DOI:10.1002/hc.21275

Reference yield: 99.0%

3-methoxypyridine (7295-76-3,1232006-42-6) → 3-HYDROXYPYRIDINE (109-00-2)

Guidance literature:

With toluene-4-sulfonic acid; lithium chloride; In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 1h;

DOI:10.1080/00397911.2010.493262

Reference yield: 99.0%

3-hydroxypyridine N-oxide (6602-28-4) → 3-HYDROXYPYRIDINE (109-00-2)

Guidance literature:

With methyloxorhenium(V)(2-(mercaptomethyl)thiophenolate) triphenylphosphine; triphenylphosphine; In benzene; at 20 ℃; for 7h;

DOI:10.1021/ol006595k

upstream raw materials:

piperidine

(5-nitro-[2]pyridyl)-[3]pyridyl ether

pyridin-3-ylamine

furfural

Downstream raw materials:

3-methoxypyridine

1-butyl-piperidin-3-ol

3-Butoxy-pyridin

3-(N,N-Dimethylcarbamoyl)-oxipyridin

Refernces

• 1、 Makar'eva, T. N.,Kalinovskii, A. I.,Stonik, V. A.,Vakhrusheva, E. V.. "IDENTIFICATION OF 5-HYDROXYPICOLINIC ACID AMONG THE PRODUCTS BIOSYNTHESIZED BY Nocardia sp.". . p. 125 - 126. Retrieved 1989.
• 2、 Zoltewicz,Sale. "-". . p. 3462,3463. Retrieved 1970.
• 3、 Hidalgo, Francisco J.,Lavado-Tena, Cristina M.,Zamora, Rosario. "Conversion of 5-hydroxymethylfurfural into 6-(hydroxymethyl)pyridin-3-ol: A pathway for the formation of pyridin-3-ols in honey and model systems". . p. 5448 - 5454. Retrieved 2020.
• 4、 Shiao, Min-Jen,Ku, Wei-Shen,Hwu, Jih Ru. "Demethylation of methoxypyridines with sodium trimethylsilanethiolate". . p. 323 - 328. Retrieved 1993.
• 5、 Urbanski. "-". . p. 132. Retrieved 1947.
• 6、 Oae et al.. "-". . p. 827,831. Retrieved 1963.
• 7、 Ke, Fang,Lin, Chen,Lin, Mei,Long, Hua,Wu, Mei,Yang, Li,Zhuang, Qinglong. "Electrochemical-induced hydroxylation of aryl halides in the presence of Et3N in water". supporting information. p. 6417 - 6421. Retrieved 2021/08/03.
• 8、 Upadhyay, Rahul,Singh, Deepak,Maurya, Sushil K.. "Highly efficient heterogeneous V2O5@TiO2 catalyzed the rapid transformation of boronic acids to phenols". supporting information. p. 3925 - 3931. Retrieved 2021/08/24.