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CS-W001157 4
Total: USD 88.00

2,2-dimethylchroman-4-one

  • CAS No. 3780-33-4

  • Cat. No. CS-W000530
  • Purity≥98%
  • MDL No.MFCD07369943

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

2,2-dimethylchroman-4-one|CS-W000530

Structure of 3780-33-4

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General Information

  • CAS No. 3780-33-4
  • Cat. No. CS-W000530
  • Purity ≥98%
  • MDL No. MFCD07369943
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₂
  • Molecular Weight 176.21
  • Synonym(s) 2,2-Dimethyl-chroman-4-one
  • SMILES CC1(C)CC(=O)c2ccccc2O1

Description

2,2-Dimethylchroman-4-one features a sterically hindered chromanone core with enhanced stability and improved solubility in organic solvents. This electron-deficient scaffold serves as a robust building block for synthesizing bioactive compounds and functional materials.

Application

2,2-Dimethylchroman-4-one serves as a stable, bench-ready building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its rigid chroman scaffold exhibits predictable reactivity in nucleophilic substitution and coupling reactions, while the gem-dimethyl group enhances metabolic stability and modulates lipophilicity. The ketone functionality enables facile derivatization via enolization or reduction, facilitating access to chiral centers and complex scaffolds relevant to medicinal chemistry campaigns.

Synthesis

  • Route1
    • 2'-Hydroxyacetophenone Paracetamol Impurity|CS-0228947
      118-93-4
    • null|null
      67-64-1
    • ~95%
    • In-stock
      2,2-dimethylchroman-4-one|CS-W000530
      3780-33-4

    References

    • Tripathi; Koul; Taneja Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009 , vol. 48, # 2 p. 301 - 304
  • Route2

    References

    • Dubrovskiy, Anton V.; Larock, Richard C. Tetrahedron, 2013 , vol. 69, # 13 p. 2789 - 2798
  • Route3
    • null|null
      192387-14-7
    • ~67%
    • In-stock
      2,2-dimethylchroman-4-one|CS-W000530
      3780-33-4

    References

    • Zhang, Zuhui; Pan, Chongfeng; Wang, Zhiyong Chemical Communications, 2007 , # 44 p. 4686 - 4688

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   26.3
  • LogP   2.4304
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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