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CS-W001157 4
Total: USD 88.00

Naphtho[2,3-c]furan-1,3-dione

  • CAS No. 716-39-2

  • Cat. No. CS-0141898
  • Purity≥95%
  • MDL No.MFCD00059091

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

Naphtho[2,3-c]furan-1,3-dione|CS-0141898

Structure of 716-39-2

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General Information

  • CAS No. 716-39-2
  • Cat. No. CS-0141898
  • Purity ≥95%
  • MDL No. MFCD00059091
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₆O₃
  • Molecular Weight 198.17
  • Synonym(s) benzo[f]isobenzofuran-1,3-quinone
  • SMILES O=C(C1=CC2=CC=CC=C2C=C13)OC3=O

Description

Naphtho[2,3-c]furan-1,3-dione features a rigid, planar polycyclic core with two strategically positioned ketone groups enabling strong π-stacking and electron-deficient character. This structural motif supports integration into conjugated materials and serves as a key scaffold for synthetic transformations in organic electronics and natural product analogs.

Application

Naphtho[2,3-c]furan-1,3-dione serves as a versatile building block in synthetic organic chemistry, enabling the construction of complex polycyclic frameworks through Diels-Alder cycloadditions and electrophilic functionalization. Its fused diketone structure offers high stability under standard reaction conditions and facilitates selective derivatization at multiple positions. The compound functions as a key intermediate in the synthesis of bioactive heterocycles and natural product analogs, with predictable reactivity in standard coupling and reduction protocols.

Synthesis

  • Route1
    • null|null
      108-31-6
    • null|null
      13209-15-9
    • ~87%
    • In-stock
      Naphtho[2,3-c]furan-1,3-dione|CS-0141898
      716-39-2

    References

    • Patney, Harish K. Journal of Organic Chemistry, 1988 , vol. 53, # 26 p. 6106 - 6109
  • Route2

    References

    • Doering, W. Von E.; Sarma, Keshab Journal of the American Chemical Society, 1992 , vol. 114, # 15 p. 6037 - 6043
  • Route3
    • null|null
      108-31-6
    • In-stock
      Phthalaldehyde|CS-W013385
      643-79-8
    • ~40%
    • In-stock
      Naphtho[2,3-c]furan-1,3-dione|CS-0141898
      716-39-2

    References

    • Nishina, Yuta; Kida, Tatsuya; Ureshino, Tomonari Organic Letters, 2011 , vol. 13, # 15 p. 3960 - 3963

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

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.1504
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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