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CS-W001157 4
Total: USD 88.00

4'-Bromo-[1,1'-biphenyl]-4-carbaldehyde

  • CAS No. 50670-58-1

  • Cat. No. CS-0438351
  • Purity≥97%
  • MDL No.None

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

4'-Bromo-[1,1'-biphenyl]-4-carbaldehyde|CS-0438351

Structure of 50670-58-1

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General Information

  • CAS No. 50670-58-1
  • Cat. No. CS-0438351
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉BrO
  • Molecular Weight 261.11
  • Synonym(s) 4'-Bromo-4-formylbiphenyl, 4-(4-Bromophenyl)benzaldehyde
  • SMILES O=CC1=CC=C(C2=CC=C(Br)C=C2)C=C1

Description

4'-Bromo-[1,1'-biphenyl]-4-carbaldehyde features a brominated biphenyl scaffold with a terminal aldehyde group, enabling direct functionalization in cross-coupling and conjugation reactions. The electron-deficient aldehyde is compatible with nucleophilic addition and condensation protocols under standard conditions. This bench-stable compound integrates readily into complex molecular architectures requiring precise spatial control.

Application

4'-Bromo-[1,1'-biphenyl]-4-carbaldehyde serves as a versatile building block in cross-coupling chemistry and heterocycle synthesis. Its bromo and aldehyde functionalities enable sequential transformations—facilitating Suzuki-Miyaura coupling and nucleophilic addition reactions—while maintaining bench stability and compatibility with common protecting groups. This dual-functional scaffold is well-suited for the modular construction of biaryl-containing pharmaceutical intermediates and functional materials.

Synthesis

  • Route1

    References

    • Kamal, Ahmed; Tamboli, Jaki R.; Lakshma Nayak; Adil; Vishnuvardhan; Ramakrishna Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 9 p. 2714 - 2723
  • Route2
    • In-stock
      4',4-Dibromobiphenyl|CS-D1359
      92-86-4
    • null|null
      68-12-2
    • ~96%
    • In-stock
      4'-Bromo-[1,1'-biphenyl]-4-carbaldehyde|CS-0438351
      50670-58-1

    References

    • Van Heerden, Pieter S.; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 8 p. 1141 - 1146
  • Route3

    References

    • Delorme, Daniel; Woo, Soon Hyung; Vaisburg, Arkadii Patent: US2002/115826 A1, 2002 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.9286
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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