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CS-W001157 4
Total: USD 88.00

4-(Hydroxymethyl)cyclohexanone

  • CAS No. 38580-68-6

  • Cat. No. CS-W005330
  • Purity≥97%
  • MDL No.MFCD08056334

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

4-(Hydroxymethyl)cyclohexanone|CS-W005330

Structure of 38580-68-6

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General Information

  • CAS No. 38580-68-6
  • Cat. No. CS-W005330
  • Purity ≥97%
  • MDL No. MFCD08056334
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₂
  • Molecular Weight 128.17
  • Synonym(s) 4-Methylolcyclohexan-1-one
  • SMILES O=C1CCC(CO)CC1

Description

4-(Hydroxymethyl)cyclohexanone features a cyclohexanone ring bearing a hydroxymethyl substituent, enabling direct functionalization at the aliphatic side chain. This structural motif supports efficient derivatization in synthetic routes to complex cyclic molecules and serves as a key intermediate in natural product synthesis.

Application

4-(Hydroxymethyl)cyclohexanone serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized cyclohexane derivatives through selective oxidation, reduction, or nucleophilic addition. Its pendant hydroxymethyl group offers orthogonal reactivity for protection, derivatization, or coupling, while the ketone functionality supports enantioselective transformations and heterocycle formation. Bench-stable and amenable to standard purification techniques, it functions reliably in multi-step syntheses targeting natural products and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Barrios, Francis J.; Springer, Brannon C.; Colby, David A. Organic Letters, 2013 , vol. 15, # 12 p. 3082 - 3085
  • Route2
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    • In-stock
      4-(Hydroxymethyl)cyclohexanone|CS-W005330
      38580-68-6

    References

    • Kayser, Margaret M.; Clouthier, Christopher M. Journal of Organic Chemistry, 2006 , vol. 71, # 22 p. 8424 - 8430
  • Route3

    References

    • E. I. Du Pont de Nemours and Company Patent: US4617153 A1, 1986 ;

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.738
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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