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CS-W001157 4
Total: USD 88.00

4-(Diphenylamino)benzaldehyde

  • CAS No. 4181-05-9

  • Cat. No. CS-W002432
  • Purity≥98%
  • MDL No.MFCD00145131

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

4-(Diphenylamino)benzaldehyde|CS-W002432

Structure of 4181-05-9

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General Information

  • CAS No. 4181-05-9
  • Cat. No. CS-W002432
  • Purity ≥98%
  • MDL No. MFCD00145131
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₅NO
  • Molecular Weight 273.33
  • Synonym(s) p-Formyltriphenylamine
  • SMILES O=Cc1ccc(cc1)N(c1ccccc1)c1ccccc1

Description

4-(Diphenylamino)benzaldehyde features a conjugated diphenylamine donor linked to an aldehyde-functionalized benzene ring, enabling efficient charge transfer and serving as a key building block in organic semiconductor synthesis. This electron-rich scaffold integrates readily into push-pull architectures for photovoltaic and fluorescent materials.

Application

4-(Diphenylamino)benzaldehyde serves as a versatile building block in organic synthesis, enabling the construction of conjugated systems via aldol and Knoevenagel condensations. Its electron-rich diphenylamino group enhances intramolecular charge transfer, making it valuable for materials chemistry applications. The aldehyde functionality provides reliable reactivity in standard coupling protocols, with good bench stability and straightforward purification by recrystallization or column chromatography.

Synthesis

  • Route1
    • In-stock
      Triphenylamine|CS-W012714
      603-34-9
    • null|null
      68-12-2
    • ~95%
    • In-stock
      4-(Diphenylamino)benzaldehyde|CS-W002432
      4181-05-9

    References

    • Deng, Shiang-Lin; Chen, Tai-Lin; Chien, Wei-Lun; Hong, Jin-Long Journal of Materials Chemistry C, 2014 , vol. 2, # 4 p. 651 - 659
  • Route2

    References

    • US6603020 B1, ;
  • Route3
    • null|null
      75-09-2
    • In-stock
      Triphenylamine|CS-W012714
      603-34-9
    • null|null
      67-64-1
    • ~74%
    • In-stock
      4-(Diphenylamino)benzaldehyde|CS-W002432
      4181-05-9

    References

    • Lee, Jeong Ik; Chu, Hye Yong; Lee, Hyoyoung; Oh, Ji Young; Kim, Seong Hyun; Do, Lee-Mi; Zyung, Taehyoung; Lee, Jaemin; Jung, Byung-Jun; Shim, Hong-Ku Patent: US2003/87127 A1, 2003 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   4.9689
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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