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CS-W001157 4
Total: USD 88.00

1-Chloroanthracene-9,10-dione

  • CAS No. 82-44-0

  • Cat. No. CS-W010272
  • Purity≥97%
  • MDL No.MFCD00001189

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

1-Chloroanthracene-9,10-dione|CS-W010272

Structure of 82-44-0

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General Information

  • CAS No. 82-44-0
  • Cat. No. CS-W010272
  • Purity ≥97%
  • MDL No. MFCD00001189
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₇ClO₂
  • Molecular Weight 242.66
  • Synonym(s) Anthraquinone, 1-chloro-
  • SMILES O=C1C2=C(C=CC=C2)C(C3=CC=CC(Cl)=C13)=O

Description

1-Chloroanthracene-9,10-dione is a chlorinated anthraquinone derivative featuring a reactive carbonyl-dichloro substitution pattern. This electron-deficient scaffold integrates readily into conjugated systems, serving as a key intermediate in the synthesis of functionalized dyes and organic semiconductors. Its stability under standard conditions enables reliable use in multi-step transformations.

Application

1-Chloroanthracene-9,10-dione serves as a versatile electrophilic building block in synthetic organic chemistry, enabling direct functionalization at the anthraquinone core. Its chlorine substituent facilitates nucleophilic aromatic substitution under mild conditions, offering efficient access to diversified anthraquinone derivatives. The compound exhibits excellent bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis and scale-up applications in dye, agrochemical, and pharmaceutical intermediate development.

Synthesis

  • Route1
    • null|null
      1234379-63-5
    • ~93%
    • In-stock
      1-Chloroanthracene-9,10-dione|CS-W010272
      82-44-0

    References

    • Tetrahedron Letters, , vol. 51, # 30 p. 3940 - 3943
  • Route2
    • null|null
      4888-02-2
    • ~46%
    • In-stock
      1-Chloroanthracene-9,10-dione|CS-W010272
      82-44-0

    References

    • Russian Journal of Organic Chemistry, , vol. 36, # 10 p. 1478 - 1481
  • Route3
    • null|null
      6268-10-6
    • In-stock
      1,10-Phenanthroline hydrochloride|CS-0010152
      3829-86-5
    • ~%
    • In-stock
      1-Chloroanthracene-9,10-dione|CS-W010272
      82-44-0

    References

    • US3978096 A1, ;

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   34.14
  • LogP   3.1154
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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