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CS-W001157 4
Total: USD 88.00

3-Chloro-2-methylquinoline

  • CAS No. 10222-49-8

  • Cat. No. CS-0152743
  • Purity≥98%
  • MDL No.MFCD08705677

*For research and further manufacturing use only, not for direct human use.

3-Chloro-2-methylquinoline|CS-0152743

Structure of 10222-49-8

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General Information

  • CAS No. 10222-49-8
  • Cat. No. CS-0152743
  • Purity ≥98%
  • MDL No. MFCD08705677
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClN
  • Molecular Weight 177.63
  • Synonym(s) Quinoline,3-chloro-2-methyl
  • SMILES CC1=NC2=CC=CC=C2C=C1Cl

Description

3-Chloro-2-methylquinoline is a heterocyclic compound featuring a quinoline core with chlorine at the 3-position and a methyl group at the 2-position. This electron-deficient scaffold integrates readily into transition-metal-catalyzed coupling reactions, serving as a pivotal building block in medicinal chemistry and materials science due to its stability and predictable reactivity.

Application

3-Chloro-2-methylquinoline serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-deficient quinoline core, combined with orthogonal functional handles—chlorine at C3 and methyl at C2—enables directed metal-catalyzed coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations. The molecule exhibits good bench stability and facilitates efficient derivatization under standard reaction conditions, making it well-suited for the synthesis of complex pharmaceutical scaffolds and functionalized ligands.

Synthesis

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      3-Chloro-2-methylquinoline|CS-0152743
      10222-49-8

    References

    • Busch; Koenigs Chemische Berichte, 1891 , vol. 24, p. 3963
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      N,N,2-Trimethylaniline|CS-0238172
      609-72-3
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      91-22-5
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      611-32-5
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      3-Chloro-2-methylquinoline|CS-0152743
      10222-49-8
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      95-53-4

    References

    • Busby, Reginald E.; Hussain, Syed M.; Mohamed, Murtedza bin; Parrick, John; Shaw, C. J. Granville; et al. Journal of Chemical Research, Miniprint, 1980 , # 12 p. 4935 - 4953
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      74497-02-2
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      3-Chloro-2-methylquinoline|CS-0152743
      10222-49-8

    References

    • Eastman Kodak Co. Patent: US2507146 , 1946 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.19662
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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