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CS-W001157 4
Total: USD 88.00

4,4'-Biphenyldicarboxaldehyde

  • CAS No. 66-98-8

  • Cat. No. CS-0127999
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD00016714

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

4,4'-Biphenyldicarboxaldehyde|CS-0127999

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General Information

  • CAS No. 66-98-8
  • Cat. No. CS-0127999
  • Purity ≥98%
  • MDL No. MFCD00016714
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₀O₂
  • Molecular Weight None
  • Synonym(s) Biphenyl-4,4-Dicarboxyaldehyde
  • SMILES O=CC1=CC=C(C2=CC=C(C=O)C=C2)C=C1

Description

4,4'-Biphenyldicarboxaldehyde features two aldehyde groups positioned at the para-positions of linked phenyl rings, enabling efficient coupling in modular synthesis. This rigid, electron-deficient scaffold integrates readily into conjugated architectures and serves as a key building block for functional materials and molecular platforms requiring precise spatial control.

Application

4,4'-Biphenyldicarboxaldehyde serves as a versatile bifunctional building block in synthetic organic chemistry, enabling the construction of conjugated molecular architectures. Its two aldehyde groups facilitate efficient imine formation, reductive amination, and condensation reactions with diamines or hydrazines, making it valuable for synthesizing macrocyclic frameworks, porous materials, and functionalized heterocycles. The biphenyl backbone provides rigidity and enhanced π-conjugation, beneficial for optoelectronic applications. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step syntheses.

Synthesis

  • Route1

    References

    • TEX-A-TEC AG Patent: WO2004/43891 A1, 2004 ; Location in patent: Page 6 ;
  • Route2

    References

    • Hajipour, Abdol Reza; Rafiee, Fatemeh Synthetic Communications, 2013 , vol. 43, # 9 p. 1314 - 1327
  • Route3

    References

    • UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; GEORGIA STATE UNIVERSITY RESEARCH FOUNDATION, INC. Patent: WO2005/33065 A1, 2005 ; Location in patent: Page/Page column 39 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H411
Precautionary Statements : P264-P270-P273-P301+P310-P330-P391-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   2.9786
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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