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5,6-Dimethyl-2,3-dihydro-1H-inden-1-one

  • CAS No. 16440-97-4

  • Cat. No. CS-0152900
  • Molecule weight160.21
  • Purity≥97%
  • MDL No.MFCD00666126

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

5,6-Dimethyl-2,3-dihydro-1H-inden-1-one|CS-0152900

Structure of 16440-97-4

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General Information

  • CAS No. 16440-97-4
  • Cat. No. CS-0152900
  • Purity ≥97%
  • MDL No. MFCD00666126
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O
  • Molecular Weight 160.21
  • Synonym(s) 1-Indanone, 5,6-dimethyl-
  • SMILES CC1=CC2=C(C=C1C)C(=O)CC2

Description

5,6-Dimethyl-2,3-dihydro-1H-inden-1-one is a sterically hindered, bench-stable ketone featuring a fused bicyclic core with methyl groups at the 5- and 6-positions. This configuration enhances its resistance to side reactions while maintaining high reactivity in transition-metal-catalyzed couplings. The electron-deficient carbonyl integrates readily into synthetic sequences requiring stable, functionalized building blocks for complex molecule assembly.

Application

5,6-Dimethyl-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 scaffolds. Its conjugated enone system facilitates Michael additions and asymmetric hydrogenation, while the methyl groups provide steric control and enhanced stability. The compound exhibits excellent bench stability and is compatible with common functional group transformations, making it well-suited for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1
    • null|null
      26801-37-6
    • ~%
    • In-stock
      5,6-Dimethyl-2,3-dihydro-1H-inden-1-one|CS-0152900
      16440-97-4

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 32, p. 4082 - 4098
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 24, # 3 p. 677 - 682
  • Route3
    • (E)-3-(3,4-Dimethylphenyl)acrylic acid|CS-0782021
      147219-20-3
    • ~%
    • In-stock
      5,6-Dimethyl-2,3-dihydro-1H-inden-1-one|CS-0152900
      16440-97-4

    References

    • Monatshefte fur Chemie, , vol. 127, # 2 p. 185 - 200

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   17.07
  • LogP   2.43234
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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