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4,4'-Oxalyldibenzonitrile

  • CAS No. 92967-67-4

  • Cat. No. CS-0458656
  • Purity≥97%
  • MDL No.MFCD32632581

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

4,4'-Oxalyldibenzonitrile|CS-0458656

Structure of 92967-67-4

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General Information

  • CAS No. 92967-67-4
  • Cat. No. CS-0458656
  • Purity ≥97%
  • MDL No. MFCD32632581
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₈N₂O₂
  • Molecular Weight 260.25
  • Synonym(s) 4,4'-Dicyanobenzil
  • SMILES O=C(C1=CC=C(C=C1)C#N)C(C2=CC=C(C=C2)C#N)=O

Description

4,4'-Oxalyldibenzonitrile features a rigid, linear architecture with two nitrile groups flanking a central oxalate linker, enabling strong dipole alignment in organic semiconductors. This configuration enhances charge transport properties while maintaining thermal stability under standard processing conditions.

Application

4,4'-Oxalyldibenzonitrile serves as a versatile bifunctional building block in synthetic organic chemistry, enabling the construction of rigid, electron-deficient scaffolds through standard coupling reactions. Its orthogonal functionality—two nitrile groups flanking a central oxalate linker—facilitates high-yielding transformations with nucleophiles and metals, offering excellent bench stability and ease of purification. Widely employed in the synthesis of conjugated polymers, ligands, and heterocyclic frameworks, it functions reliably in both solution-phase and solid-phase workflows.

Synthesis

  • Route1

    References

    • Liu, Yongjun; Wang, Hui; Fu, Yulong; Qi, Yan; Yang, Kuiwei Synthetic Communications, 2014 , vol. 44, # 2 p. 259 - 266
  • Route2
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    • In-stock
      4,4'-Oxalyldibenzonitrile|CS-0458656
      92967-67-4

    References

    • GEORGIA TECH RESEARCH CORPORATION Patent: WO2005/123754 A2, 2005 ; Location in patent: Page/Page column 47; Sheet 22 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   81.72
  • LogP   2.49556
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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