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 ^*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
• Uses: 4-Pyridinecarboxaldehyde is an heterocyclic building block used for the synthesis of various pharmaceutical compounds, such as new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones, having anticonvulsant and anti-inflammatory properties.4-Pyridinecarboxaldehyde and some of its derivatives have also been reported as useful transamination reagents to introduce ketone or aldehyde groups onto the N-termini of antibodies for subsequent site-specifically conjugate aminooxy-functionalized molecules (including fluorescent dyes, polyethylene glycol, or porphyrins) to these entities. 4-Pyridinecarboxaldehyde can be used for the synthesis of: β-Unsaturated amides by coupling with N,N-disubstituted formamides; meso-Substituted A3-corroles; N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs); 4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents; 4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel. 4-Pyridinecarboxaldehyde, is an heterocyclic building block used for the synthesis of various pharmaceutical compounds, such as new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones, having anticonvulsant and anti-inflammatory properties. 4-Pyridinecarboxaldehyde can be used for the synthesis of:?,β-Unsaturated amides by coupling with N,N-disubstituted formamides.meso-Substituted A3-corroles.N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs).4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents.4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel.

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

• 1、 Xu, Cai,Wang, Xiaozhong,Xu, Gang,Chen, Yingqi,Dai, Liyan. "Facile construction of leaf-like WO3 nanoflakes decorated on g-C3N4 towards efficient oxidation of alcohols under mild conditions". . p. 16523 - 16532. Retrieved 2018.
• 2、 Du, Zhongtian,Li, Meijin,Tang, Yangyang,Wang, Wanhui,Xiao, Yonghou. "Self-promoted vanadium-catalyzed oxidation of pyridinemethanol with molecular oxygen". . . Retrieved 2020.
• 3、 Cheedarala, Ravi Kumar,Chidambaram, Ramasamy R.,Siva, Ayyanar,Song, Jung Il. "An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst". . p. 32942 - 32954. Retrieved 2021/12/02.
• 4、 Hu, Qi-Qi,Gao, Yan-Ting,Sun, Jia-Chen,Gao, Jing-Jing,Mu, Hong-Xiao,Li, Yi-Ming,Zheng, Ya-Nan,Yang, Kai-Rui,Zhu, Yan-Ping. "Iodine-imine Synergistic Promoted Povarov-Type Multicomponent Reaction for the Synthesis of 2,2′-Biquinolines and Their Application to a Copper/Ligand Catalytic System". supporting information. p. 9000 - 9005. Retrieved 2021/11/24.