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CS-W001157 4
Total: USD 88.00

4-Benzylbenzaldehyde

  • CAS No. 67468-65-9

  • Cat. No. CS-0060521
  • Purity≥97%
  • MDL No.None

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

4-Benzylbenzaldehyde|CS-0060521

Structure of 67468-65-9

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General Information

  • CAS No. 67468-65-9
  • Cat. No. CS-0060521
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O
  • Molecular Weight 196.24
  • Synonym(s) p-Benzylbenzaldehyde
  • SMILES C1=CC=C(C=C1)CC2=CC=C(C=C2)C=O

Description

4-Benzylbenzaldehyde features a rigid, electron-rich aromatic scaffold with a pendant benzyl group enhancing π-stacking potential. This aldehyde integrates readily into multicomponent couplings and serves as a key synthon in the construction of complex heterocycles and biaryl architectures under mild conditions.

Application

4-Benzylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds. Its aldehyde functionality exhibits reliable reactivity in nucleophilic additions, imine formations, and transition-metal-catalyzed couplings. The benzyl-substituted aryl ring enhances stability and facilitates purification, while the extended conjugation supports predictable electronic effects in downstream transformations.

Synthesis

  • Route1
    • In-stock
      4-Formylphenylboronic acid|CS-W009126
      87199-17-5
    • null|null
      100-39-0
    • ~85%
    • In-stock
      4-Benzylbenzaldehyde|CS-0060521
      67468-65-9

    References

    • PFIZER LIMITED Patent: WO2009/69032 A2, 2009 ; Location in patent: Page/Page column 33 ; WO 2009/069032 A2
  • Route2

    References

    • Palermo, Mark Gabriel; Sharma, Sushil Kumar; Straub, Christopher; Wang, Run-Ming; Zawel, Leigh Scott; Zhang, Yanlin; Chen, Zhuoliang; Wang, Yaping; Yang, Fan; Wrona, Wojciech; Liu, Gang; Charest, Mark G.; He, Feng Patent: US2005/234042 A1, 2005 ; Location in patent: Page/Page column 12; 24 ; US 20050234042 A1
  • Route3
    • In-stock
      4-Chlorobenzaldehyde|CS-W008778
      104-88-1
    • null|null
      53317-09-2
    • ~69%
    • In-stock
      4-Benzylbenzaldehyde|CS-0060521
      67468-65-9

    References

    • Flaherty, Alice; Trunkfield, Amy; Barton, William Organic Letters, 2005 , vol. 7, # 22 p. 4975 - 4978

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.0899
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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