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CS-W001157 4
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6-Chloro-2-phenyl-4H-chromen-4-one

  • CAS No. 10420-73-2

  • Cat. No. CS-0318870
  • Purity≥98%
  • MDL No.MFCD00209560

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

6-Chloro-2-phenyl-4H-chromen-4-one|CS-0318870

Structure of 10420-73-2

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General Information

  • CAS No. 10420-73-2
  • Cat. No. CS-0318870
  • Purity ≥98%
  • MDL No. MFCD00209560
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₉ClO₂
  • Molecular Weight None
  • Synonym(s) 6-Chloroflavone
  • SMILES C1=CC=C(C=C1)C2=CC(=O)C3=C(C=CC(=C3)Cl)O2

Description

6-Chloro-2-phenyl-4H-chromen-4-one features a rigid, electron-deficient chromenone core paired with a para-chloro substituent and an aryl group at C2. This structural motif enables efficient integration into synthetic scaffolds for medicinal chemistry and materials science applications under standard conditions.

Application

6-Chloro-2-phenyl-4H-chromen-4-one serves as a versatile scaffold for the synthesis of bioactive heterocycles, enabling efficient construction of coumarin-based libraries. Its defined reactivity profile facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits bench stability, ease of purification, and compatibility with diverse functional groups, making it a practical building block for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      3034-05-7
    • ~96%
    • In-stock
      6-Chloro-2-phenyl-4H-chromen-4-one|CS-0318870
      10420-73-2

    References

    • Khanna, Mahavir S.; Singh, Om V.; Garg, Chandra P.; Kapoor, Ram P. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 19 p. 2565 - 2568
  • Route2
    • null|null
      536-74-3
    • In-stock
      5-Chloro-2-hydroxybenzaldehyde|CS-W007438
      635-93-8
    • ~83%
    • In-stock
      6-Chloro-2-phenyl-4H-chromen-4-one|CS-0318870
      10420-73-2

    References

    • Maiti, Gourhari; Karmakar, Rajiv; Bhattacharya, Rudraksha N.; Kayal, Utpal Tetrahedron Letters, 2011 , vol. 52, # 43 p. 5610 - 5612
  • Route3
    • 1-(5-Chloro-2-hydroxyphenyl)-3-phenylprop-2-en-1-one|CS-0334920
      1218-24-2
    • ~95%
    • In-stock
      6-Chloro-2-phenyl-4H-chromen-4-one|CS-0318870
      10420-73-2

    References

    • Du, Zhiyun; Ng, Huifen; Zhang, Kun; Zeng, Huaqiang; Wang, Jian Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 6930 - 6933

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   30.21
  • LogP   4.1134
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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