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CS-W001157 4
Total: USD 88.00

6-Chlorobenzo[de]isochromene-1,3-dione

  • CAS No. 4053-08-1

  • Cat. No. CS-0049951
  • Purity≥92%
  • MDL No.None

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

6-Chlorobenzo[de]isochromene-1,3-dione|CS-0049951

Structure of 4053-08-1

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General Information

  • CAS No. 4053-08-1
  • Cat. No. CS-0049951
  • Purity ≥92%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₅ClO₃
  • Molecular Weight 232.62
  • Synonym(s) 4-Chloro-1,8-naphthalic anhydride
  • SMILES ClC1=CC=C2C(=O)OC(=O)C3=C2C1=CC=C3

Description

6-Chlorobenzo[de]isochromene-1,3-dione features a fused polycyclic core with a chlorinated benzene ring and two carbonyl groups, delivering enhanced electron deficiency for use in Diels-Alder reactions. This stable, bench-ready scaffold integrates readily into complex molecular architectures, offering predictable reactivity and high functional group tolerance under standard conditions.

Application

6-Chlorobenzo[de]isochromene-1,3-dione serves as a versatile scaffold for constructing complex polycyclic architectures in medicinal chemistry. Its fused tricyclic core exhibits stability under standard reaction conditions and features a reactive chloro substituent amenable to palladium-catalyzed cross-coupling. The quinone moiety enables controlled redox behavior and facilitates nucleophilic additions, making it valuable for building functionalized heterocycles and advanced intermediates in API synthesis.

Synthesis

  • Route1
    • 5-Chloroacenaphthene|CS-0643102
      5209-33-6
    • ~93%
    • In-stock
      6-Chlorobenzo[de]isochromene-1,3-dione|CS-0049951
      4053-08-1

    References

    • Bukharkina, Tatiana V.; Grechishkina, Olga S.; Digurov, Nikolai G.; Kon'kov, Ivan I. Organic Process Research and Development, 2002 , vol. 6, # 4 p. 394 - 400
  • Route2
    • null|null
      81-84-5
    • ~84%
    • In-stock
      6-Chlorobenzo[de]isochromene-1,3-dione|CS-0049951
      4053-08-1

    References

    • Xuhong, Qian; Shengwu, Ren Journal of Chemical and Engineering Data, 1988 , vol. 33, # 4 p. 528 - 529
  • Route3
    • null|null
      31996-05-1
    • ~%
    • In-stock
      6-Chlorobenzo[de]isochromene-1,3-dione|CS-0049951
      4053-08-1

    References

    • Sov. Prog. Chem. (Engl. Transl.), , vol. 36, # 11 p. 1181 - 1182,90 - 91

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.8038
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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