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CS-W001157 4
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4,4'-Disulfanediyldibenzonitrile

  • CAS No. 6339-51-1

  • Cat. No. CS-0157401
  • Purity≥98%
  • MDL No.MFCD00183608

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

4,4'-Disulfanediyldibenzonitrile|CS-0157401

Structure of 6339-51-1

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General Information

  • CAS No. 6339-51-1
  • Cat. No. CS-0157401
  • Purity ≥98%
  • MDL No. MFCD00183608
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈N₂S₂
  • Molecular Weight 268.36
  • Synonym(s) Benzonitrile, 4,4'-dithiobis-
  • SMILES C1=C(C=CC(=C1)SSC2=CC=C(C=C2)C#N)C#N

Description

4,4'-Disulfanediyldibenzonitrile features a rigid, linear architecture with dual nitrile groups flanking a disulfide bridge. This structure enables robust conjugation in materials science applications, offering enhanced stability and electronic coupling in functional polymers and molecular architectures.

Application

4,4'-Disulfanediyldibenzonitrile serves as a versatile bifunctional building block in synthetic organic chemistry, enabling the construction of conjugated systems and heterocyclic scaffolds. Its dual nitrile and disulfide functionalities offer orthogonal reactivity, facilitating selective transformations in complex molecule synthesis. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative coupling strategies and materials-oriented applications.

Synthesis

  • Route1

    References

    • Kabalka, George W.; Reddy, Marepally Srinivasa; Yao, Min-Liang Tetrahedron Letters, 2009 , vol. 50, # 52 p. 7340 - 7342
  • Route2

    References

    • Krishnamurthy, S.; Aimino, D. Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4458 - 4462
  • Route3
    • null|null
      1194-02-1
    • ~75%
    • In-stock
      4-Mercaptobenzonitrile|CS-D0524
      36801-01-1
    • In-stock
      4,4'-Disulfanediyldibenzonitrile|CS-0157401
      6339-51-1
    • null|null
      46836-99-1

    References

    • Tickner; Huang; Gombatz; Mills; Novack; Webb Synthetic Communications, 1995 , vol. 25, # 16 p. 2497 - 2505

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   47.58
  • LogP   4.22936
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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