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CS-W001157 4
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4-Nitro-indan-1-one

  • CAS No. 24623-25-4

  • Cat. No. CS-B1085
  • Purity≥95%
  • MDL No.MFCD06656901

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

4-Nitro-indan-1-one|CS-B1085

Structure of 24623-25-4

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General Information

  • CAS No. 24623-25-4
  • Cat. No. CS-B1085
  • Purity ≥95%
  • MDL No. MFCD06656901
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₃
  • Molecular Weight 177.16
  • Synonym(s) 4-Nitroindan-1-one
  • SMILES O=C1C2=CC=CC([N+]([O-])=O)=C2CC1

Description

4-Nitro-indan-1-one features a fused bicyclic core with a nitro group at the para position, delivering enhanced electron-withdrawing character. This configuration promotes reactivity in nucleophilic addition and cycloaddition processes, enabling efficient integration into complex molecular architectures under standard conditions.

Application

4-Nitro-indan-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted indane scaffolds. Its nitro group facilitates subsequent transformations such as reduction to an amine or participation in coupling reactions, while the ketone functionality supports nucleophilic addition and condensation processes. The molecule exhibits good bench stability and is compatible with a range of standard reaction conditions, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry, , vol. 19, # 22 p. 6818 - 6826
  • Route2
    • null|null
      85397-21-3
    • ~44%
    • In-stock
      4-Nitro-indan-1-one|CS-B1085
      24623-25-4

    References

    • GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop Patent: WO2010/127855 A1, 2010 ; Location in patent: Page/Page column 145; 146 ;
  • Route3
    • 4-Nitro-2,3-dihydro-1H-indene|CS-0360473
      34701-14-9
    • ~49%
    • In-stock
      4-Nitro-indan-1-one|CS-B1085
      24623-25-4

    References

    • Akritopoulou-Zanze, Irini; Albert, Daniel H.; Bousquet, Peter F.; Cunha, George A.; Harris, Christopher M.; Moskey, Maria; Dinges, Jurgen; Stewart, Kent D.; Sowin, Thomas J. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 11 p. 3136 - 3140

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   60.21
  • LogP   1.7237
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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