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CS-W001157 4
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Dinaphtho[2,1-b:1',2'-d]furan

  • CAS No. 194-63-8

  • Cat. No. CS-0155973
  • Purity≥97%
  • MDL No.MFCD30833908

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

Dinaphtho[2,1-b:1',2'-d]furan|CS-0155973

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General Information

  • CAS No. 194-63-8
  • Cat. No. CS-0155973
  • Purity ≥97%
  • MDL No. MFCD30833908
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₂O
  • Molecular Weight 268.31
  • Synonym(s) Nsc507496
  • SMILES C1=CC=C2C(=C1)C=CC3=C2C4=C(C=CC5=CC=CC=C54)O3

Description

Dinaphtho[2,1-b:1',2'-d]furan features a rigid, planar polycyclic architecture with extended π-conjugation, enabling strong intermolecular stacking and favorable charge transport. This electron-rich scaffold serves as a high-performance building block in organic semiconductors, where its fused ring system enhances stability and facilitates efficient solid-state packing.

Application

Dinaphtho[2,1-b:1',2'-d]furan serves as a robust polycyclic aromatic scaffold with defined π-conjugation, enabling its use in organic semiconductor materials and advanced heterocyclic synthesis. Its stability under standard reaction conditions facilitates functionalization at multiple positions, while its planar structure supports efficient charge transport—key attributes for applications in optoelectronic devices and synthetic intermediates requiring extended aromatic systems.

Synthesis

  • Route1

    References

    • Arienti, Attilio; Bigi, Franca; Maggi, Raimondo; Moggi, Pietro; Rastelli, Massimo; Sartori, Giovanni; Trere, Alessandra Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 9 p. 1391 - 1393
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      Dinaphtho[2,1-b:1',2'-d]furan|CS-0155973
      194-63-8

    References

    • Ma, Fangfang; Xie, Xiaomin; Zhang, Lei; Peng, Zhiyong; Ding, Lina; Fu, Lei; Zhang, Zhaoguo Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5279 - 5285
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    References

    • Graebe; Knecht; Unzeitig Chemische Berichte, 1880 , vol. 13, p. 1725 Justus Liebigs Annalen der Chemie, 1881 , vol. 209, p. 138 Full Text Show Details Eckstein Chemische Berichte, 1905 , vol. 38, p. 3661

Safety Information

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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

Quality Control

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Computational Chemistry Data

  • TPSA   13.14
  • LogP   5.8924
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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