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CS-W001157 4
Total: USD 88.00

4-(Phenylamino)benzaldehyde

  • CAS No. 100727-07-9

  • Cat. No. CS-0046852
  • Purity≥95%
  • MDL No.None

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

4-(Phenylamino)benzaldehyde|CS-0046852

Structure of 100727-07-9

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General Information

  • CAS No. 100727-07-9
  • Cat. No. CS-0046852
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁NO
  • Molecular Weight 197.23
  • Synonym(s) 4-Phenylaminobenzaldehyde
  • SMILES O=CC1=CC=C(C=C1)NC2=CC=CC=C2

Description

4-(Phenylamino)benzaldehyde features a conjugated arylamine-aldehyde system enabling direct integration into heterocyclic scaffolds. This electron-rich scaffold supports efficient coupling reactions and serves as a key intermediate in the synthesis of bioactive molecules, particularly in pharmaceutical and materials chemistry applications.

Application

4-(Phenylamino)benzaldehyde serves as a versatile building block in the synthesis of biologically active heterocycles and functionalized aromatic systems. Its dual functionality—arylamine and aldehyde—enables efficient imine formation, Ullmann-type coupling, and condensation reactions under mild conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry screening and process development workflows.

Synthesis

  • Route1

    References

    • Eisai RandD Management Co., Ltd. Patent: US2007/105904 A1, 2007 ; Location in patent: Page/Page column 122-123 ;
  • Route2
    • In-stock
      4-Chlorobenzaldehyde|CS-W008778
      104-88-1
    • null|null
      74497-02-2
    • ~87%
    • In-stock
      4-(Phenylamino)benzaldehyde|CS-0046852
      100727-07-9

    References

    • Biscoe, Mark R.; Fors, Brett P.; Buchwald, Stephen L. Journal of the American Chemical Society, 2008 , vol. 130, # 21 p. 6686 - 6687
  • Route3
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • null|null
      74497-02-2
    • ~86%
    • In-stock
      4-(Phenylamino)benzaldehyde|CS-0046852
      100727-07-9

    References

    • Tian, Xiao; Wu, Ren-Min; Liu, Gang; Li, Zhu-Bo; Wei, He-Lin; Yang, Hao; Shin, Dong-Soo; Wang, Li-Ying; Zuo, Hua Arkivoc, 2011 , vol. 2011, # 10 p. 118 - 126

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
Precautionary Statements : P261-P280-P304+P340-P405

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   3.2427
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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