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CS-W001157 4
Total: USD 88.00

4,7-Dimethoxy-2,3-dihydro-1H-inden-1-one

  • CAS No. 52428-09-8

  • Cat. No. CS-W010706
  • Purity≥96%
  • MDL No.MFCD00757244

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

4,7-Dimethoxy-2,3-dihydro-1H-inden-1-one|CS-W010706

Structure of 52428-09-8

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General Information

  • CAS No. 52428-09-8
  • Cat. No. CS-W010706
  • Purity ≥96%
  • MDL No. MFCD00757244
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₃
  • Molecular Weight 192.21
  • Synonym(s) 4,7-Dimethoxy-1-indanone
  • SMILES COC1=C2CCC(=O)C2=C(OC)C=C1

Description

4,7-Dimethoxy-2,3-dihydro-1H-inden-1-one features a fused bicyclic core with strategically positioned methoxy groups that enhance solubility and modulate electronic properties. This bench-stable ketone integrates readily into synthetic sequences requiring electron-donating substituents, offering predictable reactivity in transition metal-catalyzed transformations and serving as a key intermediate in the construction of complex heterocycles.

Application

4,7-Dimethoxy-2,3-dihydro-1H-inden-1-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted indane scaffolds through standard functional group manipulations. Its ortho-dimethoxy substitution pattern enhances stability and facilitates electrophilic aromatic substitution or transition-metal-catalyzed coupling reactions. The molecule exhibits excellent bench stability, ease of purification, and compatibility with common protecting group strategies, making it well-suited for iterative synthetic sequences in API development.

Synthesis

  • Route1
    • null|null
      848610-51-5
    • ~32%
    • In-stock
      4,7-Dimethoxy-2,3-dihydro-1H-inden-1-one|CS-W010706
      52428-09-8

    References

    • Fillion, Eric; Fishlock, Dan; Wilsily, Ashraf; Goll, Julie M. Journal of Organic Chemistry, 2005 , vol. 70, # 4 p. 1316 - 1327
  • Route2

    References

    • Nenajdenko, Valentine G.; Baraznenok, Ivan L.; Balenkova, Elizabeth S. Tetrahedron Letters, 1996 , vol. 37, # 24 p. 4199 - 4202
  • Route3
    • null|null
      100126-94-1
    • ~83%
    • In-stock
      4,7-Dimethoxy-2,3-dihydro-1H-inden-1-one|CS-W010706
      52428-09-8

    References

    • Al-Hamdany, Raad; Bruce, J. Malcolm; Heatley, Frank; Khalafy, Jabbar Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1985 , p. 1395 - 1400

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   35.53
  • LogP   1.8327
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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