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CS-W001157 4
Total: USD 88.00

2,8-Dimethylquinoline

  • CAS No. 1463-17-8

  • Cat. No. CS-W021532
  • Purity≥96%
  • MDL No.MFCD00010091

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

2,8-Dimethylquinoline|CS-W021532

Structure of 1463-17-8

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General Information

  • CAS No. 1463-17-8
  • Cat. No. CS-W021532
  • Purity ≥96%
  • MDL No. MFCD00010091
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁N
  • Molecular Weight 157.21
  • Synonym(s) 2,8-Dimethylquinolin
  • SMILES CC1=NC2=C(C=CC=C2C)C=C1

Description

2,8-Dimethylquinoline is a sterically hindered quinoline derivative featuring methyl groups at the 2- and 8-positions, enhancing its stability and solubility in organic media. This configuration imparts unique electronic properties, making it valuable for ligand design in transition metal catalysis and as a building block in functional materials synthesis.

Application

2,8-Dimethylquinoline serves as a versatile scaffold in medicinal chemistry and catalysis, offering enhanced solubility and electronic tuning compared to parent quinoline. Its methyl groups stabilize the heterocyclic core and facilitate functionalization at C3 or C4 positions. The compound functions effectively as a ligand in transition metal catalysis and enables direct C–H arylation or palladium-catalyzed coupling reactions under standard conditions. Bench-stable and amenable to purification by column chromatography, it supports scalable synthesis of bioactive molecules and advanced catalyst systems.

Synthesis

  • Route1
    • null|null
      64-17-5
    • null|null
      95-53-4
    • ~82%
    • In-stock
      2,8-Dimethylquinoline|CS-W021532
      1463-17-8

    References

    • Khusnutdinov; Bayguzina; Aminov Russian Chemical Bulletin, 2013 , vol. 62, # 1 p. 133 - 137 Izv. Akad. Nauk, Ser. Khim., 2013 , # 1 p. 134 - 138
  • Route2
    • null|null
      75-07-0
    • null|null
      95-53-4
    • ~76%
    • In-stock
      2,8-Dimethylquinoline|CS-W021532
      1463-17-8

    References

    • Igarashi, Takeyuki; Inada, Takashi; Sekioka, Tadao; Nakajima, Takayuki; Shimizu, Isao Chemistry Letters, 2005 , vol. 34, # 1 p. 106 - 107
  • Route3
    • 2,8-Dibromoquinoline|CS-0008659
      871507-79-8
    • null|null
      594-27-4
    • ~22%
    • In-stock
      8-Bromo-2-methylquinoline|CS-W008274
      61047-43-6
    • In-stock
      2,8-Dimethylquinoline|CS-W021532
      1463-17-8

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 3 p. 868 - 877

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.85164
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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