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P62402

Sigma-Aldrich

4-Pyridinecarboxaldehyde

97%

Synonym(s):

Isonicotinaldehyde

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About This Item

Empirical Formula (Hill Notation):
C6H5NO
CAS Number:
872-85-5
Molecular Weight:
107.11
Beilstein:
105342
EC Number:
212-832-3
MDL number:
MFCD00006425
UNSPSC Code:
12352100
PubChem Substance ID:
24898732
NACRES:
NA.22

Quality Level

200

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314 - H317 - H412

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)
Sakineh Omidi et al.
Carbohydrate polymers, 231, 115745-115745 (2020-01-01)
Hydrogels are promising carriers for the controlled drug delivery in response to the external stimuli such as pH and temperature. Here, a new hydrogel is designed and synthesized from the cross-linking of graphene, chitosan, and cellulose nanowhisker via Schiff base
Sakineh Omidi et al.
Carbohydrate polymers, 208, 477-485 (2019-01-20)
Chitosan is an antibacterial biopolymer and conjugation of it with other antimicrobial agents can be a valuable method to improve the potential application of the resultant materials in the various industries such as cosmetics, food and packaging materials. In this
Helical water chain mediated proton conductivity in homochiral metal-organic frameworks with unprecedented zeolitic unh-topology.
Sahoo SC, et al.
Journal of the American Chemical Society, 133(44), 17950-17958 (2011)
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