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6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one

  • CAS No. 193819-51-1

  • Cat. No. CS-0155736
  • Purity≥98%
  • MDL No.None

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

6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one|CS-0155736

Structure of 193819-51-1

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General Information

  • CAS No. 193819-51-1
  • Cat. No. CS-0155736
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) 6-HYDROXYMETHYL-1-INDANONE
  • SMILES C1=CC2=C(C=C1CO)C(=O)CC2

Description

6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one features a reactive aldehyde-bearing side chain flanked by a stable indenone core. This bench-stable ketone integrates readily into synthetic sequences requiring selective functionalization at the hydroxymethyl position. The molecule's rigid fused ring system enhances regiocontrol in downstream transformations.

Application

6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted indane derivatives. The hydroxymethyl group facilitates subsequent functionalization via oxidation, protection, or coupling reactions, while the carbonyl moiety supports nucleophilic additions and reductive transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical scaffold for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • (2,3-Dihydrospiro[indene-1,2'-[1,3]dioxolan]-6-yl)methanol|CS-0456675
      866849-00-5
    • ~%
    • In-stock
      6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one|CS-0155736
      193819-51-1

    References

    • ABBOTT LABORATORIES; MAKOTO, Aoyama Patent: WO2005/95387 A1, 2005 ; Location in patent: Page/Page column 66 ; WO 2005/095387 A1
  • Route2
    • 6-Bromo-2,3-dihydrospiro[indene-1,2'-[1,3]dioxolane]|CS-0193949
      866848-94-4
    • ~%
    • In-stock
      6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one|CS-0155736
      193819-51-1

    References

    • Dinges, Juergen; Akritopoulou-Zanze, Irini; Arnold, Lee D.; Barlozzari, Teresa; Bousquet, Peter F.; Cunha, George A.; Ericsson, Anna M.; Iwasaki, Nobuhiko; Michaelides, Michael R.; Ogawa, Nobuo; Phelan, Kathleen M.; Rafferty, Paul; Sowin, Thomas J.; Stewart, Kent D.; Tokuyama, Ryukou; Xia, Zhiren; Zhang, Henry Q. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 16 p. 4371 - 4375
  • Route3
    • 6-Formyl-indan-1-one 1,2-ethanediol ketal|CS-0342806
      954238-34-7
    • ~%
    • In-stock
      6-(Hydroxymethyl)-2,3-dihydro-1H-inden-1-one|CS-0155736
      193819-51-1

    References

    • Dinges, Juergen; Akritopoulou-Zanze, Irini; Arnold, Lee D.; Barlozzari, Teresa; Bousquet, Peter F.; Cunha, George A.; Ericsson, Anna M.; Iwasaki, Nobuhiko; Michaelides, Michael R.; Ogawa, Nobuo; Phelan, Kathleen M.; Rafferty, Paul; Sowin, Thomas J.; Stewart, Kent D.; Tokuyama, Ryukou; Xia, Zhiren; Zhang, Henry Q. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 16 p. 4371 - 4375

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.3078
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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