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CS-W001157 4
Total: USD 88.00

4-(Furan-2-yl)aniline

  • CAS No. 59147-02-3

  • Cat. No. CS-0186886
  • Purity≥97%
  • MDL No.None

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

4-(Furan-2-yl)aniline|CS-0186886

Structure of 59147-02-3

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General Information

  • CAS No. 59147-02-3
  • Cat. No. CS-0186886
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.18
  • Synonym(s) 4-(Furan-2-yl)aniline hydrochloride
  • SMILES C1=COC(=C1)C2=CC=C(C=C2)N

Description

4-(Furan-2-yl)aniline integrates a furan ring directly conjugated to an aniline scaffold, delivering enhanced electron density and planarity. This structure enables efficient π-stacking in organic semiconductors and facilitates coupling reactions under mild conditions. The molecule exhibits robust stability under standard bench protocols and serves as a key intermediate in the synthesis of bioactive heterocycles and functional dyes.

Application

4-(Furan-2-yl)aniline serves as a versatile building block in medicinal chemistry and materials science, enabling direct access to biologically relevant heterocyclic scaffolds. Its ortho-substituted aniline functionality facilitates electrophilic aromatic substitution, Suzuki-Miyaura coupling, and Ullmann-type C–N bond formations under standard conditions. The furan ring provides enhanced π-conjugation and metabolic stability, while the amine group offers straightforward derivatization for prodrug design or macrocyclization. Bench-stable and readily purified by column chromatography or recrystallization, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1
    • 2-(4-Nitrophenyl)furan|CS-0450598
      28123-72-0
    • ~%
    • In-stock
      4-(Furan-2-yl)aniline|CS-0186886
      59147-02-3

    References

    • Journal of the Chemical Society, , p. 895,898
  • Route2
    • In-stock
      2-Furanboronic acid|CS-W001205
      13331-23-2
    • null|null
      106-40-1
    • ~%
    • In-stock
      4-(Furan-2-yl)aniline|CS-0186886
      59147-02-3

    References

    • Chemical Communications, , vol. 50, # 43 p. 5733 - 5736
  • Route3
    • null|null
      100-01-6
    • ~%
    • In-stock
      4-(Furan-2-yl)aniline|CS-0186886
      59147-02-3

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 46, # 4 p. 906 - 916

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H302-H318
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.16
  • LogP   2.5288
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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