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CS-W001157 4
Total: USD 88.00

5-(tert-Butyl)-2,3-dihydro-1H-inden-1-one

  • CAS No. 4600-86-6

  • Cat. No. CS-0159465
  • Purity≥98%
  • MDL No.MFCD09033195

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

5-(tert-Butyl)-2,3-dihydro-1H-inden-1-one|CS-0159465

Structure of 4600-86-6

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General Information

  • CAS No. 4600-86-6
  • Cat. No. CS-0159465
  • Purity ≥98%
  • MDL No. MFCD09033195
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆O
  • Molecular Weight 188.27
  • Synonym(s) 5-Tert-butyl-2,3-dihydroinden-1-one
  • SMILES O=C1CCC2=C1C=CC(C(C)(C)C)=C2

Description

This sterically hindered indenone features a tert-butyl group at the 5-position, enhancing solubility and stability. The dihydroindene core provides a rigid, electron-rich scaffold ideal for transition metal-catalyzed coupling reactions and synthetic building blocks in complex molecule assembly.

Application

5-(tert-Butyl)-2,3-dihydro-1H-inden-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted indane and indenone frameworks. Its tert-butyl group imparts steric bulk and enhanced bench stability, while the ketone functionality supports standard transformations including nucleophilic additions, reductions, and conjugate additions. The molecule functions effectively in catalytic cross-coupling reactions and facilitates the construction of complex heterocyclic scaffolds relevant to medicinal chemistry and process development.

Synthesis

  • Route1
    • 1-(4-(tert-Butyl)phenyl)-3-chloropropan-1-one|CS-0661761
      28547-33-3
    • ~68%
    • In-stock
      5-(tert-Butyl)-2,3-dihydro-1H-inden-1-one|CS-0159465
      4600-86-6

    References

    • JANSSEN PHARMACEUTICA NV; CARRUTHERS, Nicholas, I.; SHIREMAN, Brock, T.; TRAN, Vi, T.; WONG, Victoria, D.; JABLONOWSKI, Jill, A.; CHAI, Wenying Patent: WO2010/59393 A1, 2010 ; Location in patent: Page/Page column 125 ; WO 2010/059393 A1
  • Route2
    • null|null
      253185-03-4
    • null|null
      625-36-5
    • ~53%
    • In-stock
      5-(tert-Butyl)-2,3-dihydro-1H-inden-1-one|CS-0159465
      4600-86-6

    References

    • Firmenich SA Patent: US5552379 A1, 1996 ;
  • Route3
    • null|null
      253185-03-4
    • ~%
    • In-stock
      5-(tert-Butyl)-2,3-dihydro-1H-inden-1-one|CS-0159465
      4600-86-6

    References

    • Nishida, Jun-Ichi; Deno, Hironori; Ichimura, Satoru; Nakagawa, Tomohiro; Yamashita, Yoshiro Journal of Materials Chemistry, 2012 , vol. 22, # 10 p. 4483 - 4490

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.113
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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