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CS-W001157 4
Total: USD 88.00

Methyl 2,4-dihydroxy-6-pentylbenzoate

  • CAS No. 58016-28-7

  • Cat. No. CS-0152318
  • Purity≥96%
  • MDL No.None

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

Methyl 2,4-dihydroxy-6-pentylbenzoate|CS-0152318

Structure of 58016-28-7

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General Information

  • CAS No. 58016-28-7
  • Cat. No. CS-0152318
  • Purity ≥96%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈O₄
  • Molecular Weight 238.28
  • Synonym(s) Olivetol Methyl Ester
  • SMILES CCCCCC1=CC(=CC(=C1C(=O)OC)O)O

Description

Methyl 2,4-dihydroxy-6-pentylbenzoate features a benzoate core with strategically positioned hydroxyl groups and a pentyl chain that enhances lipophilicity. This configuration supports solubility in organic media and enables integration into synthetic routes requiring moderate hydrophobic character. The methyl ester facilitates downstream derivatization, while the ortho-hydroxyl group may participate in hydrogen bonding or chelation during reaction sequences.

Application

Methyl 2,4-dihydroxy-6-pentylbenzoate serves as a versatile synthetic intermediate for polyhydroxylated aromatic systems and heterocyclic scaffolds. Its ortho-dihydroxy functionality enables reliable metal-catalyzed coupling reactions and oxidative cyclizations, while the pendant pentyl chain offers tunable lipophilicity. The methyl ester group facilitates selective transformations, and the compound exhibits good bench stability, simplifying handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      60988-34-3
    • null|null
      102342-54-1
    • ~50%
    • In-stock
      Methyl 2,4-dihydroxy-6-pentylbenzoate|CS-0152318
      58016-28-7

    References

    • Chan, T. H.; Stoessel, D. Journal of Organic Chemistry, 1986 , vol. 51, # 13 p. 2423 - 2428
  • Route2
    • N,N-Dimethylhexanamide|CS-0152334
      5830-30-8
    • In-stock
      Methyl 3,5-dioxohexanoate|CS-0137250
      29736-80-9
    • ~36%
    • In-stock
      Methyl 2,4-dihydroxy-6-pentylbenzoate|CS-0152318
      58016-28-7

    References

    • Barrett, Anthony G. M.; Morris, Timothy M.; Barton, Derek H. R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2272 - 2277
  • Route3
    • null|null
      74590-73-1
    • null|null
      83578-33-0
    • ~55%
    • In-stock
      Methyl 2,4-dihydroxy-6-pentylbenzoate|CS-0152318
      58016-28-7

    References

    • Chan, T. H.; Chaly, T. Tetrahedron Letters, 1982 , vol. 23, # 29 p. 2935 - 2938

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   66.76
  • LogP   2.6171
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   5

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