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CS-W001157 4
Total: USD 88.00

2-(Bromomethyl)quinoline

  • CAS No. 5632-15-5

  • Cat. No. CS-W014727
  • Molecule weight222.09
  • Purity≥95%
  • MDL No.MFCD08062399

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

2-(Bromomethyl)quinoline|CS-W014727

Structure of 5632-15-5

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General Information

  • CAS No. 5632-15-5
  • Cat. No. CS-W014727
  • Purity ≥95%
  • MDL No. MFCD08062399
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrN
  • Molecular Weight 222.09
  • Synonym(s) 2-Bromomethylquinoline
  • SMILES BrCC1=NC2=CC=CC=C2C=C1

Description

2-(Bromomethyl)quinoline is a reactive heterocyclic building block featuring a bromomethyl group attached to the quinoline scaffold. This moiety enables efficient nucleophilic substitution and cross-coupling reactions, facilitating the integration of quinoline units into complex molecular architectures under standard conditions.

Application

2-(Bromomethyl)quinoline serves as a versatile building block in synthetic organic chemistry, enabling efficient functionalization at the quinoline scaffold via nucleophilic substitution. The bromomethyl group exhibits high reactivity in Pd-catalyzed cross-coupling reactions and facilitates the installation of diverse substituents under mild conditions. Its bench stability and compatibility with common protecting groups make it a practical choice for constructing complex heterocyclic architectures and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Ding, Derong; Dwoskin, Linda P.; Crooks, Peter A. Tetrahedron Letters, 2013 , vol. 54, # 38 p. 5211 - 5213
  • Route2
    • null|null
      91-63-4
    • ~54%
    • In-stock
      2-(Bromomethyl)quinoline|CS-W014727
      5632-15-5

    References

    • Mikata, Yuji; Onchi, Yoko; Kishigami, Maki; Yano, Shigenobu Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 4 p. 477 - 479
  • Route3
    • null|null
      94-36-0
    • ~13%
    • In-stock
      2-(Bromomethyl)quinoline|CS-W014727
      5632-15-5

    References

    • Warner-Lambert Company Patent: US5331006 A1, 1994 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.1297
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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