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334251

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
NACRES:
NA.22
PubChem Substance ID:
24860073
UNSPSC Code:
12352100
MDL number:
MFCD00075032
Assay:
97%
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Quality Level

100

assay

97%

mp

70-72 °C (lit.)

functional group

aldehyde

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2414
MKCN0945
MKBZ5443V
STBF5731V
STBC7333V

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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)
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