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CS-W001157 4
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3-(tert-Butyl)cyclohexanone

  • CAS No. 936-99-2

  • Cat. No. CS-0343255
  • Molecule weight154.25
  • Purity≥98%
  • MDL No.MFCD00962367

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

3-(tert-Butyl)cyclohexanone|CS-0343255

Structure of 936-99-2

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General Information

  • CAS No. 936-99-2
  • Cat. No. CS-0343255
  • Purity ≥98%
  • MDL No. MFCD00962367
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈O
  • Molecular Weight 154.25
  • Synonym(s) Cyclohexanone, 3-(1,1-dimethylethyl)-
  • SMILES O=C1CC(C(C)(C)C)CCC1

Description

3-(tert-Butyl)cyclohexanone features a sterically hindered tert-butyl group attached to a cyclohexanone ring, enhancing its stability and influencing reactivity in synthetic transformations. This bulky substituent reduces undesired side reactions while maintaining solubility in common organic solvents. The ketone functionality enables direct use in nucleophilic additions, reductions, or as a building block for complex cyclic architectures. Its bench-stable nature supports reliable handling under standard conditions.

Application

3-(tert-Butyl)cyclohexanone serves as a versatile scaffold in synthetic organic chemistry, enabling stereoselective functionalization at the C3 position due to the steric bias of the tert-butyl group. Its bench-stable ketone functionality facilitates nucleophilic additions, enolate formation, and reductive transformations, commonly employed in the synthesis of complex cyclic frameworks and bioactive molecules.

Synthesis

  • Route1
    • 3-(tert-Butyl)cyclohexan-1-ol|CS-1259168
      4534-70-7
    • ~89%
    • In-stock
      3-(tert-Butyl)cyclohexanone|CS-0343255
      936-99-2

    References

    • Lighter,D.A.; Bouman,T.D.; Gawronski,J.K. Journal of the American Chemical Society, 1981 , vol. 103, p. 5314
  • Route2
    • null|null
      930-68-7
    • null|null
      594-19-4
    • ~84%
    • In-stock
      3-(tert-Butyl)cyclohexanone|CS-0343255
      936-99-2

    References

    • Zinn, Fabiano K.; Ramos, Eduardo C.; Comasseto, Joao V. Tetrahedron Letters, 2001 , vol. 42, # 13 p. 2415 - 2417
  • Route3
    • null|null
      930-68-7
    • null|null
      125001-53-8
    • ~76%
    • In-stock
      3-(tert-Butyl)cyclohexanone|CS-0343255
      936-99-2

    References

    • Cahiez, Gerard; Alami, Mouad Tetrahedron Letters, 1989 , vol. 30, # 27 p. 3541 - 3544

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-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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