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CS-W001157 4
Total: USD 88.00

Methyl 2,6-dimethylbenzoate

  • CAS No. 14920-81-1

  • Cat. No. CS-0153699
  • Purity≥95%
  • MDL No.MFCD06203721

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

Methyl 2,6-dimethylbenzoate|CS-0153699

Structure of 14920-81-1

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General Information

  • CAS No. 14920-81-1
  • Cat. No. CS-0153699
  • Purity ≥95%
  • MDL No. MFCD06203721
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₂
  • Molecular Weight 164.20
  • Synonym(s) Benzoic acid, 2,6-dimethyl-, methyl ester
  • SMILES CC1=C(C(=CC=C1)C)C(=O)OC

Description

Methyl 2,6-dimethylbenzoate is a sterically hindered aromatic ester featuring two methyl groups flanking the ester moiety. This substitution pattern enhances stability and influences reactivity in electrophilic aromatic substitution. The compound serves as a valuable synthetic intermediate in pharmaceutical and agrochemical research, offering predictable regiochemistry and ease of handling under standard conditions.

Application

Methyl 2,6-dimethylbenzoate serves as a versatile synthetic intermediate in organic synthesis, offering enhanced stability and solubility due to its ortho-methyl substitution pattern. It functions as a reliable building block for the construction of substituted aromatic systems and heterocycles, with predictable reactivity in ester hydrolysis, reduction, and electrophilic aromatic substitution. Its bench-stable nature and straightforward purification profile make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      2,6-Dimethylbenzoic acid|CS-W017744
      632-46-2
    • null|null
      616-38-6
    • ~93%
    • In-stock
      Methyl 2,6-dimethylbenzoate|CS-0153699
      14920-81-1

    References

    • Glasnov, Toma N.; Kappe, C. Oliver; Holbrey, John D.; Seddon, Kenneth R.; Yan, Ting Green Chemistry, 2012 , vol. 14, # 11 p. 3071 - 3076,6
  • Route2
    • In-stock
      2,6-Dimethylbenzoic acid|CS-W017744
      632-46-2
    • null|null
      77-78-1
    • ~90%
    • In-stock
      Methyl 2,6-dimethylbenzoate|CS-0153699
      14920-81-1

    References

    • Hardin, Alison R.; Sarpong, Richmond Organic Letters, 2007 , vol. 9, # 22 p. 4547 - 4550
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 75, p. 20,23

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.09004
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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