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TCI

CAS 612-62-4

2-Chloroquinoline TCI C0282

2-Chloroquinoline TCI C0282

Chemical Identity

CAS No.
612-62-4
PubChem
CID 11928·SID 87565436
Formula
C9H6ClN
Molecular weight
163.60 g/mol
Purity
>98.0%(GC)
Storage
0-10°C
Reference databases
ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-chloroquinoline
SMILES
C1=CC=C2C(=C1)C=CC(=N2)Cl
InChIKey
OFUFXTHGZWIDDB-UHFFFAOYSA-N
MDL
MDL00006741
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TCI C0282 2-Chloroquinoline (CAS 612-62-4) is a heterocyclic building block in which the chlorine sits adjacent to the ring nitrogen. This arrangement strongly activates the C-2 position toward nucleophilic aromatic substitution with amines, alkoxides, and thiolates. The same position also serves as a reliable handle for palladium-catalysed cross-couplings such as Suzuki–Miyaura and Buchwald–Hartwig reactions. AMI Scientific offers this TCI product in 5 g and 25 g packs for medicinal chemistry, ligand design, and general heterocyclic synthesis.

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  • da Silva et al. (2006). Standard molar enthalpies of formation of 2-chloroquinoline, 4-chloroquinoline, 6-chloroquinoline and 4,7-dichloroquinoline by rotating-bomb calorimetry. The Journal of Chemical Thermodynamics doi:10.1016/j.jct.2005.03.011
  • Asadollahi et al. (2017). Synthesis and investigation of crystal structure and optical properties of brookite TiO2 nanoparticles capped with (2-chloroquinoline-3-yl) methanol. Journal of Molecular Structure doi:10.1016/j.molstruc.2016.09.032
  • Raj et al. (2013). Azide-alkyne cycloaddition en route to 1 H -1,2,3-triazole-tethered 7-chloroquinoline-isatin chimeras: Synthesis and antimalarial evaluation. European Journal of Medicinal Chemistry doi:10.1016/j.ejmech.2013.01.032

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.