3-Pyridinecarboxaldehyde

Base Information

• Chemical Name: 3-Pyridinecarboxaldehyde
• CAS No.: 500-22-1
• Molecular Formula: C6H5NO
• Molecular Weight: 107.112
• Hs Code.: 29333999
• European Community (EC) Number: 207-900-4
• NSC Number: 8952
• UNII: 840R4IDQ1T
• DSSTox Substance ID: DTXSID2022044
• Nikkaji Number: J28.015A
• Wikipedia: Pyridine-3-carboxaldehyde
• Wikidata: Q17325466
• Metabolomics Workbench ID: 67598
• ChEMBL ID: CHEMBL268493
• Mol file: 500-22-1.mol

Synonyms:3-pyridinaldehyde;nicotinaldehyde

Chemical Property of 3-Pyridinecarboxaldehyde

Chemical Property:

• Appearance/Colour: clear brown-yellow liquid (clear)
• Vapor Pressure: 0.198mmHg at 25°C
• Melting Point: 8 °C
• Refractive Index: n20/D 1.549(lit.)
• Boiling Point: 209.9 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 60 °C
• PSA: 29.96000
• Density: 1.135 g/cm³
• LogP: 0.89410
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: miscible
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 107.037113783
• Heavy Atom Count: 8
• Complexity: 82.6

Purity/Quality:

99% ^*data from raw suppliers

3-Pyridinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C,Xn
• Hazard Codes: Xi,C,Xn
• Statements: 10-37/38-42/43-41-34-43-22-36/37/38
• Safety Statements: 26-39-45-36/37/39-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=CN=C1)C=O
• Uses: 3-Pyridinecarboxaldehyde is a substituted pyridine with niacin activity. 3-Pyridinecarboxaldehyde is a component of tobacco smoke.

Technology Process of 3-Pyridinecarboxaldehyde

There total 105 articles about 3-Pyridinecarboxaldehyde 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: 99.9%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → 3-pyridinecarboxaldehyde (500-22-1)

Guidance literature:

With potassium carbonate; In water; dimethyl sulfoxide; at 60 ℃; for 8h; High pressure; Green chemistry;

DOI:10.1039/c9gc00908f

Reference yield: 99.0%

N,N-diethylnicotinamide (59-26-7) → 3-pyridinecarboxaldehyde (500-22-1)

Guidance literature:

With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1021/ja002149g DOI:10.1021/ja066362+

Reference yield: 95.0%

N-methyl-N-(3-pyridylmethyl)amine (20173-04-0) → 3-pyridinecarboxaldehyde (500-22-1)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In chloroform; for 12h; Reflux;

upstream raw materials:

pyridine-3-carbonitrile

3-pyridinecarbonyl chloride

N,N-dimethylnicotinamide

3-formyl-pyridine-2-carboxylic acid

Downstream raw materials:

Hydroxy-bis-(2-methoxy-phenyl)-acetic acid [1-pyridin-3-yl-meth-(E)-ylidene]-hydrazide

3-(4-phenylbuta-1,3-diyn-1-yl)pyridine

trans-3-(3-pyridyl)acrolein

cis-2-<(4-methoxyphenyl)imino>-3-methyl-4-(3-pyridyl)oxetane

Refernces

• 1、 Heinz,Hoelderich,Krill,Boeck,Huthmacher. "V2O5/TiO2 Catalysts for the Vapor-Phase Oxidation of β-Picoline: Influence of the TiO2-Carrier". . p. 1 - 10. Retrieved 2000.
• 2、 Thomsen, Anne Belinda. "Degradation of quinoline by wet oxidation - Kinetic aspects and reaction mechanisms". . p. 136 - 146. Retrieved 1998.
• 3、 Zhaoxia, Song,Kadowaki, Eriko,Shishido, Tetsuya,Wang, Ye,Takehira, Katsuomi. "3-picoline oxidation over monoclinic orthovanadate Cr0.5Al0.5VO4 catalysts". . p. 754 - 755. Retrieved 2001.
• 4、 Alfè, Michela,Spasiano, Danilo,Gargiulo, Valentina,Vitiello, Giuseppe,Capua, Roberto Di,Marotta, Raffaele. "TiO2/graphene-like photocatalysts for selective oxidation of 3-pyridine-methanol to vitamin B3 under UV/solar simulated radiation in aqueous solution at room conditions: The effect of morphology on catalyst performances". . p. 91 - 99. Retrieved 2014.
• 5、 -. "Novel pymetrozine intermediate nicotinaldehyde synthesis method and synthesis device". Paragraph 0041-0046. . Retrieved 2021/03/31.
• 6、 ?etinkaya, S?d?ka,Yurdakal, Sedat. "Partial photocatalytic oxidations of 3-pyridinemethanol and 3-picoline by TiO2 prepared in HCl, HNO3 and H2SO4 at different temperatures". . p. 237 - 247. Retrieved 2020/12/13.