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Key Documents

P62402

Sigma-Aldrich

4-Pyridinecarboxaldehyde

97%

Synonym(s):

Isonicotinaldehyde

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About This Item

Empirical Formula (Hill Notation):
C6H5NO
CAS Number:
Molecular Weight:
107.11
Beilstein:
105342
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.544 (lit.)

bp

71-73 °C/10 mmHg (lit.)

density

1.137 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccncc1

InChI

1S/C6H5NO/c8-5-6-1-3-7-4-2-6/h1-5H

InChI key

BGUWFUQJCDRPTL-UHFFFAOYSA-N

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General description

4-Pyridinecarboxaldehyde is a heterocyclic building block used to prepare Schiff bases via a Korich-type reaction.

Application

4-Pyridinecarboxaldehyde can be used for the synthesis of:
  • ʅ,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.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

172.0 °F

Flash Point(C)

77.8 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A combined computational/experimental study on HSA binding of two water-soluble Schiff base ligands derived from pyridine derivative and ethylendiamine.
Hajar Molaee et al.
Journal of biomolecular structure & dynamics, 37(3), 641-648 (2018-02-03)
Cross coupling of acyl and aminyl radicals: Direct synthesis of amides catalyzed by Bu4NI with TBHP as an oxidant.
Liu Z, et al.
Angewandte Chemie (International Edition in English), 51(13), 3231-3235 (2012)
Copper (I) iodide complex with 4-pyridinecarboxaldehyde ligand: Synthesis, spectroscopic characterisation, AIM and NCI analysis combined with molecular docking and antibacterial activity studies
Celik S, et al.
Journal of Molecular Structure, 134279, 1273-1273 (2023)
Poly (ethyleneglycol)(PEG): a versatile reaction medium in gaining access to 4?-(pyridyl)-terpyridines.
Smith CB, et al.
Green Chemistry, 7(9), 650-654 (2005)
Efficient synthesis of meso-substituted corroles in a H2O- MeOH mixture.
Koszarna B and Gryko DT
The Journal of Organic Chemistry, 71(10), 3707-3717 (2006)

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