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CS-W001157 4
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Benzaldehyde, p-pyrrol-1-yl-

  • CAS No. 23351-05-5

  • Cat. No. CS-0030453
  • Purity≥97%
  • MDL No.MFCD03822126

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

Benzaldehyde, p-pyrrol-1-yl-|CS-0030453

Structure of 23351-05-5

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General Information

  • CAS No. 23351-05-5
  • Cat. No. CS-0030453
  • Purity ≥97%
  • MDL No. MFCD03822126
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO
  • Molecular Weight 171.20
  • Synonym(s) 4-pyrrolylbenzaldehyde
  • SMILES O=CC1=CC=C(N2C=CC=C2)C=C1

Description

4-(1H-Pyrrol-1-yl)benzaldehyde integrates a pyrrole ring directly conjugated to an aromatic aldehyde, enabling efficient coupling in transition-metal-catalyzed transformations. This electron-rich scaffold facilitates C–C bond formation under mild conditions, offering high functional group tolerance and stability during synthesis of bioactive heterocycles and fluorescent probes.

Application

4-(1H-Pyrrol-1-yl)benzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of biologically relevant heterocyclic scaffolds. Its conjugated aldehyde functionality facilitates efficient imine formation and reductive amination, while the pyrrole ring provides a robust platform for electrophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      179055-24-4
    • ~99%
    • In-stock
      Benzaldehyde, p-pyrrol-1-yl-|CS-0030453
      23351-05-5

    References

    • Tanaka, Akira; Terasawa, Takeshi; Hagihara, Hiroyuki; Sakuma, Yuri; Ishibe, Noriko; Sawada, Masae; Takasugi, Hisashi; Tanaka, Hirokazu Journal of Medicinal Chemistry, 1998 , vol. 41, # 13 p. 2390 - 2410
  • Route2
    • (4-(1H-Pyrrol-1-yl)phenyl)methanol|CS-0171510
      143426-51-1
    • ~84%
    • In-stock
      Benzaldehyde, p-pyrrol-1-yl-|CS-0030453
      23351-05-5

    References

    • Artico; Silvestri; Stefancich; Avigliano; Di Giulio; Maccarrone; Agostinelli; Mondovi; Morpurgo European Journal of Medicinal Chemistry, 1992 , vol. 27, # 3 p. 219 - 228
  • Route3
    • In-stock
      1-(4-Bromophenyl)-1H-pyrrole|CS-0042018
      5044-39-3
    • null|null
      68-12-2
    • ~77%
    • In-stock
      Benzaldehyde, p-pyrrol-1-yl-|CS-0030453
      23351-05-5

    References

    • Nakazaki, Jotaro; Chung, InGwon; Matsushita, Michio M.; Sugawara, Tadashi; Watanabe, Ryoji; Izuoka, Akira; Kawada, Yuzo Journal of Materials Chemistry, 2003 , vol. 13, # 5 p. 1011 - 1022

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22
  • LogP   2.2898
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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