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CS-W001157 4
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2-Hydroxy-3,6-dimethylbenzoic acid

  • CAS No. 3921-12-8

  • Cat. No. CS-0163181
  • Purity≥98%
  • MDL No.None

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

2-Hydroxy-3,6-dimethylbenzoic acid|CS-0163181

Structure of 3921-12-8

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General Information

  • CAS No. 3921-12-8
  • Cat. No. CS-0163181
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) None
  • SMILES O=C(O)C1=C(C)C=CC(C)=C1O

Description

This ortho-hydroxy acid features a sterically hindered aromatic core with methyl groups at the 3- and 6-positions, enhancing stability and modulating reactivity. The adjacent hydroxyl and carboxylic acid functionalities enable direct participation in cyclization reactions, esterification, or metal coordination. Its bench-stable nature supports reliable use in synthetic sequences requiring controlled acidity and site-specific functionalization.

Application

2-Hydroxy-3,6-dimethylbenzoic acid serves as a versatile building block for the synthesis of substituted benzene derivatives and bioactive heterocycles. Its ortho-hydroxyl and methyl-substituted aromatic framework enables facile derivatization via esterification, amidation, and electrophilic substitution reactions. The compound exhibits good bench stability and facilitates purification by recrystallization, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Ling, Jianya; Horsman, Geoffrey P.; Huang, Sheng-Xiong; Luo, Yinggang; Lin, Shuangjun; Shen, Ben Journal of the American Chemical Society, 2010 , vol. 132, # 36 p. 12534 - 12536
  • Route2
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      95-87-4
    • null|null
      124-38-9
    • ~%
    • In-stock
      2-Hydroxy-3,6-dimethylbenzoic acid|CS-0163181
      3921-12-8

    References

    • Baker et al. Journal of the Chemical Society, 1953 , p. 1615,1618 Journal of the Chemical Society, 1954 , p. 2042,2044
  • Route3
    • null|null
      95-87-4
    • ~%
    • In-stock
      2-Hydroxy-3,6-dimethylbenzoic acid|CS-0163181
      3921-12-8

    References

    • Nicolaou; Koide, Kazunori; Xu, Jinyou; Izraelewicz, Mark H. Tetrahedron Letters, 1997 , vol. 38, # 21 p. 3671 - 3674

Safety Information

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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   57.53
  • LogP   1.70724
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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