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CS-W001157 4
Total: USD 88.00

4-(tert-Butyl)cyclohexanone

  • CAS No. 98-53-3

  • Cat. No. CS-W010932
  • Molecule weight154.25
  • Purity≥98%
  • MDL No.MFCD00001642

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

4-(tert-Butyl)cyclohexanone|CS-W010932

Structure of 98-53-3

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General Information

  • CAS No. 98-53-3
  • Cat. No. CS-W010932
  • Purity ≥98%
  • MDL No. MFCD00001642
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈O
  • Molecular Weight 154.25
  • Synonym(s) Tert-butyl cyclihexanone
  • SMILES O=C1CCC(C(C)(C)C)CC1

Description

4-(tert-Butyl)cyclohexanone features a sterically hindered tert-butyl group that imparts enhanced stability and solubility in organic media. This ketone serves as a robust scaffold for asymmetric synthesis, where the bulky substituent directs stereoselective transformations. The conjugated cyclohexanone ring enables efficient functionalization under mild conditions.

Application

4-(tert-Butyl)cyclohexanone serves as a stable, bench-ready ketone scaffold for stereoselective transformations in organic synthesis. Its tertiary butyl group provides steric bulk and enhanced stability, while the cyclohexanone ring enables efficient enolate formation, Michael additions, and reductive amination. The compound functions as a key building block in the construction of complex cyclic frameworks relevant to medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      118817-77-9
    • ~96%
    • In-stock
      4-(tert-Butyl)cyclohexanone|CS-W010932
      98-53-3

    References

    • Lee, Jong Gun; Hwang, Je Pil Chemistry Letters, 1995 , # 7 p. 507 - 508
  • Route2

    References

    • Ali; Wiggin Synthetic Communications, 2001 , vol. 31, # 21 p. 3383 - 3393
  • Route3
    • null|null
      65156-97-0
    • ~97%
    • In-stock
      4-(tert-Butyl)cyclohexanone|CS-W010932
      98-53-3

    References

    • Marko, Istvan E.; Ates, Ali; Gautier, Arnaud; Leroy, Bernard; Plancher, Jean-Marc; Quesnel, Yannick; Vanherck, Jean-Christophe Angewandte Chemie - International Edition, 1999 , vol. 38, # 21 p. 3207 - 3209

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-H412
Precautionary Statements : P264-P270-P273-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.7918
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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