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334251

Sigma-Aldrich

2-Quinolinecarboxaldehyde

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H7NO
CAS Number:
5470-96-2
Molecular Weight:
157.17
EC Number:
226-804-3
MDL number:
MFCD00075032
UNSPSC Code:
12352100
PubChem Substance ID:
24860073
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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)
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.
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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