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CS-W001157 4
Total: USD 88.00

1H-Indene-1,3(2H)-dione

  • CAS No. 606-23-5

  • Cat. No. CS-W007948
  • Purity≥95%
  • MDL No.MFCD00003779

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

1H-Indene-1,3(2H)-dione|CS-W007948

Structure of 606-23-5

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General Information

  • CAS No. 606-23-5
  • Cat. No. CS-W007948
  • Purity ≥95%
  • MDL No. MFCD00003779
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₂
  • Molecular Weight 146.14
  • Synonym(s) 1,3-Indandione
  • SMILES O=C1CC(C2=C1C=CC=C2)=O

Description

1,3-Indanedione serves as a key synthon in heterocyclic synthesis, featuring a bifunctional diketone core that enables facile cyclization and substitution. The molecule's planar structure and electron-deficient carbonyl groups facilitate nucleophilic attack, supporting efficient access to fused ring systems. This bench-stable compound integrates readily into multistep sequences for pharmaceutical intermediates and advanced materials.

Application

1,3-Indanedione serves as a versatile building block in synthetic organic chemistry, enabling the construction of biologically relevant heterocycles through condensation reactions. Its enolizable diketone functionality facilitates efficient Michael additions and cyclocondensations, particularly in the synthesis of indole derivatives and fused polycyclic systems. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for routine laboratory applications in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      98-88-4
    • null|null
      1663-67-8
    • ~87%
    • In-stock
      1H-Indene-1,3(2H)-dione|CS-W007948
      606-23-5

    References

    • Sartori, Giovanni; Bigi, Franca; Maggi, Raimondo; Baraldi, Davide; Casnati, Giuseppe Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 21 p. 2985 - 2988
  • Route2
    • null|null
      117560-06-2
    • ~91%
    • In-stock
      1H-Indene-1,3(2H)-dione|CS-W007948
      606-23-5

    References

    • Hatzigrigoriou, Evangelia; Spyroudis, Spyros; Varvoglis, Anastasios Liebigs Annalen der Chemie, 1989 , p. 167 - 170
  • Route3
    • 2,2-Dibenzylmalonic acid|CS-0511091
      4372-32-1
    • ~%
    • In-stock
      1H-Indene-1,3(2H)-dione|CS-W007948
      606-23-5

    References

    • Journal of Organic Chemistry, , vol. 64, # 22 p. 8201 - 8209

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   1.4557
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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