4-Pyridinecarboxaldehyde

Base Information

• Chemical Name: 4-Pyridinecarboxaldehyde
• CAS No.: 872-85-5
• Deprecated CAS: 942039-01-2
• Molecular Formula: C6H5NO
• Molecular Weight: 107.112
• Hs Code.: 29333999
• European Community (EC) Number: 212-832-3
• NSC Number: 8953
• UNII: P577557492
• DSSTox Substance ID: DTXSID1061237
• Nikkaji Number: J28.013E
• Wikipedia: Pyridine-4-carboxaldehyde
• Wikidata: Q23636732
• ChEMBL ID: CHEMBL2251606
• Mol file: 872-85-5.mol

Synonyms:4-Pyridinecarboxaldehyde;872-85-5;Isonicotinaldehyde;Pyridine-4-carbaldehyde;4-FORMYLPYRIDINE;Isonicotinic aldehyde;4-Pyridinealdehyde;p-Pyridinealdehyde;Pyridine-4-carboxaldehyde;p-Formylpyridine;4-Pyridylaldehyde;NSC 8953;MFCD00006425;gamma-Formylpyridine;Pyridine-4-aldehyde;4-Pyridinecarbaldehyde;EINECS 212-832-3;AI3-33232;NSC-8953;EC 212-832-3;P577557492;4-pyridine carboxaldehyde;(4-Pyridinecarboxaldehyde);4-picolinaldehyde;NSC8953;4-Formyl-pyridine;Pyridin-4-al;piridine-4-aldehyde;pyridine 4-aldehyde;4-pyridylformaldehyde;pyridine4-carbaldehyde;4-piridincarboxaldehido;4-pyrdinecarboxaldehyde;4-pyridincarboxaldehyde;4-pyridinecaboxaldehyde;4-pyridinecarboaldehyde;pyridin-4-carbaldehyde;4-pyridine carbaldehyde;4-pyridine-formaldehyde;pyridine 4-carbaldehyde;pyridine-4 carbaldehyde;pyridine-4carboxaldehyde;pyridine4-carboxaldehyde;4-pyridine carboaldehyde;pyridin-4-carboxaldehyde;4 -pyridinecarboxaldehyde;4-pyridine-carboxaldehyde;4-pyridinecarbox-aldehyde;pyridine 4-carboxaldehyde;pyridin-4-ylcarboxaldehyde;PYRIDIN-4-ALDEHYDE;Pyridine-4-ylcarboxaldehyde;SCHEMBL28473;carbonyl-1,4-dihydropyridine;4-Pyridinecarboxaldehyde, 97%;SCHEMBL4027783;CHEMBL2251606;DTXSID1061237;CS-D1135;BBL025920;STL281177;UNII-P577557492;AKOS000119727;AB00754;AC-2103;AS-30155;LS-84779;AM20061563;FT-0601121;I0143;EN300-18111;Pyridinecarboxaldehyde, 4-;(Isonicotinaldehyde);Q-101279;Q23636732;Z57161993;F1294-0084

Chemical Property of 4-Pyridinecarboxaldehyde

Chemical Property:

• Appearance/Colour: clear yellow-brown liquid
• Vapor Pressure: 0.492mmHg at 25°C
• Melting Point: -4--2 °C
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 192.3 °C at 760 mmHg
• PKA: 12.05(at 30℃)
• Flash Point: 54.4 °C
• PSA: 29.96000
• Density: 1.135 g/cm³
• LogP: 0.89410
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: 20g/l
• Water Solubility.: 20 g/L (20 ºC)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 107.037113783
• Heavy Atom Count: 8
• Complexity: 76.6

Purity/Quality:

98%, ^*data from raw suppliers

4-Pyridinecarboxaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 36/37/38-10
• Safety Statements: 26-36-36/37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CN=CC=C1C=O
• General Description: 4-Pyridinecarboxaldehyde is a key aldehyde used in the synthesis of azines and azomethines, which exhibit distinct thermal, optical, and electrochemical properties. While the study primarily focuses on comparing azines and azomethines for optoelectronic applications, 4-pyridinecarboxaldehyde serves as a precursor, contributing to the structural diversity and property modulation of the resulting compounds. Its incorporation influences solubility, processability, and photophysical behavior, though the specific impact of this aldehyde alone is not detailed in the abstract.

Technology Process of 4-Pyridinecarboxaldehyde

There total 90 articles about 4-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-4-carbonitrile (100-48-1) → pyridine-4-carbaldehyde (872-85-5)

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%

pyridine-4-methanol (586-95-8) → pyridine-4-carbaldehyde (872-85-5)

Guidance literature:

With 1H-imidazole; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.3184/030823407X209679

Reference yield: 84.3%

picoline (108-89-4) → pyridine-4-carbaldehyde (872-85-5) + pyridine-4-carboxylic acid (55-22-1)

Guidance literature:

With water; oxygen; CrV_0.95P_0.05O₄; at 324.84 ℃;

DOI:10.1039/b202779h

upstream raw materials:

picoline

pyridine-4-carbonitrile

pyridine-4-methanol

4-(aminomethyl)pyridine

Downstream raw materials:

trans-1,2-bis(pyridin-4-yl)ethene

3-<4>Piperidylmethyl-indol

4-hydroxypropylpyridine

NL-19

Refernces

Comparative studies of structural, thermal, optical, and electrochemical properties of azines with different end groups with their azomethine analogues toward application in (opto)electronics

10.1021/jp407623u

The research investigates the properties of two series of azines and their azomethine analogues synthesized via condensation reactions. The purpose is to explore their potential applications in optoelectronics. Key chemicals used include benzaldehyde, 2-hydroxybenzaldehyde, 4-pyridinecarboxaldehyde, 2-thiophenecarboxaldehyde, and 4-(diphenylamino)benzaldehyde, reacted with hydrazine monohydrate and 1,4-phenylenediamine. The compounds were characterized using FTIR, NMR, and elemental analysis, while their properties were studied using DSC, UV–vis spectroscopy, photoluminescence spectroscopy, and cyclic voltammetry. The research concluded that azines and azomethines exhibit distinct thermal, optical, and electrochemical properties influenced by their chemical structure. Azines generally have higher melting points and lower LUMO levels compared to their azomethine analogues. The azomethines show better solubility and processability, making them more suitable for certain optoelectronic applications. The study also found that protonation with HCl can enhance the photoluminescence intensity of these compounds, suggesting potential for tuning their properties for specific uses.