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CS-W001157 4
Total: USD 88.00

[1,1'-Biphenyl]-3-carbaldehyde

  • CAS No. 1204-60-0

  • Cat. No. CS-0128849
  • Purity≥96%
  • MDL No.MFCD01740432

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

[1,1'-Biphenyl]-3-carbaldehyde|CS-0128849

Structure of 1204-60-0

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General Information

  • CAS No. 1204-60-0
  • Cat. No. CS-0128849
  • Purity ≥96%
  • MDL No. MFCD01740432
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀O
  • Molecular Weight 182.22
  • Synonym(s) 3-Phenylbenzaldehyde
  • SMILES O=CC1=CC(C2=CC=CC=C2)=CC=C1

Description

1,1'-Biphenyl]-3-carbaldehyde features a rigid biphenyl scaffold linked to an aldehyde functional group, enabling direct integration into Suzuki-Miyaura coupling reactions. The carbonyl moiety serves as a handle for downstream derivatization, including imine formation and reductive amination. This electron-deficient aldehyde exhibits enhanced stability under standard bench conditions and facilitates the synthesis of conjugated molecular architectures in organic electronics and medicinal chemistry applications.

Application

[1,1'-Biphenyl]-3-carbaldehyde serves as a versatile building block in organic synthesis, enabling efficient construction of biaryl-containing scaffolds via standard coupling reactions. Its aldehyde functionality facilitates nucleophilic additions, imine formation, and oxidation to the corresponding carboxylic acid. The molecule exhibits good bench stability and is compatible with a range of functional groups, making it suitable for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Alizadeh; Khodaei; Kordestani; Beygzadeh Tetrahedron Letters, 2013 , vol. 54, # 4 p. 291 - 294
  • Route2
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      108-86-1
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      3-Formylphenylboronic acid|CS-W002464
      87199-16-4
    • ~97%
    • In-stock
      [1,1'-Biphenyl]-3-carbaldehyde|CS-0128849
      1204-60-0

    References

    • THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; IIT - ISTITUTO ITALIANO DI TECNOLOGIA; UNIVERSITY DEGLI STUDI DI URBINO; UNIVERSITA DEGLI STUDI DI PARMA; PIOMELLI, Daniele; BANDIERA, Tiziano; MOR, Marco; TARZIA, Giorgio; BERTOZZI, Fabio; PONZANO, Stefano Patent: WO2013/78430 A1, 2013 ; Location in patent: Paragraph 0255 ;
  • Route3
    • In-stock
      3-Bromo-1,1'-biphenyl|CS-W014679
      2113-57-7
    • null|null
      68-12-2
    • ~78%
    • In-stock
      [1,1'-Biphenyl]-3-carbaldehyde|CS-0128849
      1204-60-0

    References

    • Nishikawa, Keisuke; Fukuda, Hiroshi; Abe, Masato; Nakanishi, Kazunari; Taniguchi, Tomoya; Nomura, Takashi; Yamaguchi, Chihiro; Hiradate, Syuntaro; Fujii, Yoshiharu; Okuda, Katsuhiro; Shindo, Mitsuru Phytochemistry, 2013 , vol. 96, p. 132 - 147

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.1661
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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