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Merck

334251

Sigma-Aldrich

2-Quinolinecarboxaldehyde

97%

Sinónimos:

2-Formylquinoline, 2-Quinolinecarbaldehyde, 2-Quinolylaldehyde, 2-Quinolylcarbaldehyde

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About This Item

Fórmula empírica (notación de Hill):
C10H7NO
Número de CAS:
Peso molecular:
157.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

70-72 °C (lit.)

SMILES string

[H]C(=O)c1ccc2ccccc2n1

InChI

1S/C10H7NO/c12-7-9-6-5-8-3-1-2-4-10(8)11-9/h1-7H

InChI key

WPYJKGWLDJECQD-UHFFFAOYSA-N

Application

2-Quinolinecarboxaldehyde was used in the preparation of:
  • 3-(2-quinolyl)-1-phenyl-2-propenone via rapid, tandem aldol-Michael reactions with the lithium, sodium and potassium enolates of acetophenone
  • imine-type ligands
  • sugar-quinoline fluorescent sensor for the detection of Hg2+ in natural water

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Shengju Ou et al.
Chemical communications (Cambridge, England), (42)(42), 4392-4394 (2006-10-24)
A selective and sensitive fluorescent sensor for detection of Hg2+ in natural water was achieved by incorporating the well-known fluorophore quinoline group and a water-soluble D-glucosamine group within one molecule.
Addressing the unusual reactivity of 2-pyridinecarboxaldehyde and 2-quinolinecarboxaldehyde in base-catalyzed aldol reactions with acetophenone.
Wachter-Jurcsak N, et al.
Tetrahedron Letters, 39(23), 3903-3906 (1998)
Copper (I)-imine complexes: Synthesis and catalytic activity in olefin cyclopropanation
Attilio Ardizzoia G, et al.
Inorgorganica Chimica Acta, 362(10), 3507-3512 (2009)
Ashaparna Mondal et al.
Dalton transactions (Cambridge, England : 2003), 50(3), 979-997 (2020-12-24)
For diagnosing and annihilating cancer in the human body, herein, we have adopted a one pot convenient synthetic protocol to synthesize a library of half sandwich Ru(ii)-p-cymene-N^N complexes under continuous sonication and isolated their regioisomers by preparative thin layer chromatography
Diana Costa et al.
Biomacromolecules, 18(9), 2928-2936 (2017-08-17)
The development of a suitable delivery system and the targeting of intracellular organelles are both essential for the success of drug and gene therapies. The conception of fluorescent ligands, displaying targeting specificity together with low toxicity, is an emerging and

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