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CS-W001157 4
Total: USD 88.00

1,2,3,4-Hydroquinoline

  • CAS No. 635-46-1

  • Cat. No. CS-D1404
  • Purity≥98%
  • MDL No.MFCD00006693

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

1,2,3,4-Hydroquinoline|CS-D1404

Structure of 635-46-1

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General Information

  • CAS No. 635-46-1
  • Cat. No. CS-D1404
  • Purity ≥98%
  • MDL No. MFCD00006693
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N
  • Molecular Weight 133.19
  • Synonym(s) 1,2,3,4-Tetrahydroquinoline; 3,4-Dihydro-2H-quinoline; Kusol; NSC 15311; THQ; Quinoline, 1,2,3,4-tetrahydro-
  • SMILES C12=C(NCCC2)C=CC=C1

Description

1,2,3,4-Hydroquinoline offers a rigid, electron-rich heteroaromatic scaffold ideal for transition-metal-catalyzed coupling reactions. This planar structure integrates seamlessly into functionalized ligands and pharmaceutical intermediates, providing enhanced stability under standard conditions.

Application

1,2,3,4-Hydroquinoline serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its fully saturated pyridine core enables selective functionalization at multiple positions, facilitating C–H activation, cross-coupling, and electrophilic substitution reactions. The molecule exhibits good bench stability and compatibility with common protecting group strategies, making it a practical scaffold for the construction of complex nitrogen-containing architectures.

Synthesis

  • Route1
    • null|null
      80574-15-8
    • ~88%
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1

    References

    • Tsukamoto, Hirokazu; Suzuki, Takamichi; Kondo, Yoshinori Synlett, 2003 , # 8 p. 1105 - 1108
  • Route2
    • null|null
      91-22-5
    • ~94%
    • In-stock
      5,6,7,8-Tetrahydro-quinoline|CS-0173570
      10500-57-9
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1

    References

    • Journal of Catalysis, , vol. 311, p. 357 - 368
  • Route3
    • null|null
      68253-35-0
    • ~92%
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1

    References

    • Cho, Hidetsura; Iwama, Yusuke; Sugimoto, Kenji; Mori, Seiji; Tokuyama, Hidetoshi Journal of Organic Chemistry, 2010 , vol. 75, # 3 p. 627 - 636

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H227-H301-H350-H412
Precautionary Statements : P210-P264-P270-P273-P280-P330-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.0447
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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