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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
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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.[1]

Application

4-Pyridinecarboxaldehyde can be used for the synthesis of:
  • ʅ,β-Unsaturated amides by coupling with N,N-disubstituted formamides.[2]
  • meso-Substituted A3-corroles.[3]
  • N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs).[4]
  • 4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents.[5]
  • 4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel.[6]

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4934V
WXBF0245V
WXBF1978V
WXBD6066V
WXBD5295V

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5,10,15,20-Tetra(4-pyridyl)-21H,23H-porphine 97%

Sigma-Aldrich

257613

5,10,15,20-Tetra(4-pyridyl)-21H,23H-porphine

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)
Experimental and theoretical evaluation of two pyridinecarboxaldehyde thiosemicarbazone compounds as corrosion inhibitors for mild steel in hydrochloric acid solution.
Xu B, et al.
Corrosion Science, 78(9), 260-268 (2014)
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)
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)
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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