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CS-W001157 4
Total: USD 88.00

2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile

  • CAS No. 7255-83-6

  • Cat. No. CS-0132660
  • Purity≥98%
  • MDL No.None

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

2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile|CS-0132660

Structure of 7255-83-6

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General Information

  • CAS No. 7255-83-6
  • Cat. No. CS-0132660
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₂N₂
  • Molecular Weight 232.28
  • Synonym(s) 4,4'-Biphenyldiacetonitrile
  • SMILES N#CCC1=CC=C(C2=CC=C(CC#N)C=C2)C=C1

Description

This biphenyl-based diacetonitrile features two nitrile groups positioned at para-positions relative to the central biaryl linkage, enabling robust coordination in transition metal complexes. The extended conjugated system enhances electronic delocalization, while the acetonitrile moieties offer tunable solubility and reactivity. This structure facilitates integration into functional materials and catalyst scaffolds under standard conditions.

Application

2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile serves as a versatile bifunctional building block in synthetic organic chemistry, enabling the construction of conjugated systems and heterocyclic scaffolds. Its dual nitrile groups offer high functional group tolerance and facilitate coupling reactions under mild conditions. The biphenyl backbone provides structural rigidity and electronic conjugation, making it well-suited for applications in materials science and medicinal chemistry synthesis.

Synthesis

  • Route1
    • In-stock
      4,4'-Bis(chloromethyl)-1,1'-biphenyl|CS-W014624
      1667-10-3
    • null|null
      143-33-9
    • ~95%
    • In-stock
      2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile|CS-0132660
      7255-83-6

    References

    • Morini, Giovanni; Comini, Mara; Rivara, Mirko; Rivara, Silvia; Lorenzi, Simone; Bordi, Fabrizio; Mor, Marco; Flammini, Lisa; Bertoni, Simona; Ballabeni, Vigilio; Barocelli, Elisabetta; Plazzi, Pier Vincenzo Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 15 p. 4063 - 4067
  • Route2
    • null|null
      773837-37-9
    • In-stock
      4,4'-Bis(chloromethyl)-1,1'-biphenyl|CS-W014624
      1667-10-3
    • ~74%
    • In-stock
      2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile|CS-0132660
      7255-83-6

    References

    • Masciocchi, Norberto; Galli, Simona; Colombo, Valentina; Maspero, Angelo; Palmisano, Giovanni; Seyyedi, Behnam; Lamberti, Carlo; Bordiga, Silvia Journal of the American Chemical Society, 2010 , vol. 132, # 23 p. 7902 - 7904
  • Route3
    • null|null
      92-52-4
    • ~%
    • In-stock
      2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetonitrile|CS-0132660
      7255-83-6

    References

    • v. Braun; Irmisch; Nelles Chemische Berichte, 1933 , vol. 66, p. 1471,1474

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   47.58
  • LogP   3.48576
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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