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CS-W001157 4
Total: USD 88.00

4-(1H-pyrrol-1-yl)aniline

  • CAS No. 52768-17-9

  • Cat. No. CS-0067948
  • Purity≥98%
  • MDL No.MFCD01934575

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

4-(1H-pyrrol-1-yl)aniline|CS-0067948

Structure of 52768-17-9

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General Information

  • CAS No. 52768-17-9
  • Cat. No. CS-0067948
  • Purity ≥98%
  • MDL No. MFCD01934575
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂
  • Molecular Weight 158.20
  • Synonym(s) None
  • SMILES NC1=CC=C(N2C=CC=C2)C=C1

Description

4-(1H-pyrrol-1-yl)aniline features a conjugated pyrrole-aniline scaffold that enables efficient π-stacking and electron donation, facilitating use in donor-acceptor architectures. This bench-stable, moisture-tolerant compound integrates readily into organic semiconductors and functional dyes, offering enhanced charge transport properties in solution-processed devices.

Application

4-(1H-Pyrrol-1-yl)aniline serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and cyclization protocols. Its pyrrole-aniline architecture offers favorable electronic modulation and π-stacking potential in target binding. The compound exhibits bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in amide formation, Suzuki-Miyaura coupling, and electrophilic substitution reactions.

Synthesis

  • Route1
    • null|null
      696-59-3
    • null|null
      106-50-3
    • ~95%
    • In-stock
      4-(1H-pyrrol-1-yl)aniline|CS-0067948
      52768-17-9

    References

    • Ma, Fei-Ping; Li, Pei-He; Li, Bao-Le; Mo, Li-Ping; Liu, Ning; Kang, Hui-Jun; Liu, Ya-Nan; Zhang, Zhan-Hui Applied Catalysis A: General, 2013 , vol. 457, p. 34 - 41
  • Route2
    • null|null
      109-97-7
    • null|null
      106-40-1
    • ~72%
    • In-stock
      4-(1H-pyrrol-1-yl)aniline|CS-0067948
      52768-17-9

    References

    • Panda, Niranjan; Jena, Ashis Kumar; Mohapatra, Sasmita; Rout, Smruti Ranjan Tetrahedron Letters, 2011 , vol. 52, # 16 p. 1924 - 1927
  • Route3
    • null|null
      109-97-7
    • In-stock
      4-Iodoaniline, 98%|CS-W008946
      540-37-4
    • ~10%
    • In-stock
      4-(1H-pyrrol-1-yl)aniline|CS-0067948
      52768-17-9

    References

    • Ma, Heng-Chang; Jiang, Xuan-Zhen Journal of Organic Chemistry, 2007 , vol. 72, # 23 p. 8943 - 8946

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   30.95
  • LogP   2.0595
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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