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CS-W001157 4
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Methyl 2-(methylthio)benzoate

  • CAS No. 3704-28-7

  • Cat. No. CS-0204610
  • Purity≥98%
  • MDL No.MFCD00068039

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

Methyl 2-(methylthio)benzoate|CS-0204610

Structure of 3704-28-7

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General Information

  • CAS No. 3704-28-7
  • Cat. No. CS-0204610
  • Purity ≥98%
  • MDL No. MFCD00068039
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₂S
  • Molecular Weight 182.24
  • Synonym(s) METHYL-[2-(METHYLTHIO)-BENZOAT]
  • SMILES O=C(OC)C=1C=CC=CC1SC

Description

Methyl 2-(methylthio)benzoate features a methylthio group ortho to the ester functionality, delivering enhanced electron density at the aromatic ring. This structural motif enables efficient coupling in transition-metal-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating straightforward handling in synthetic workflows.

Application

Methyl 2-(methylthio)benzoate serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the ortho position relative to the ester group. Its methylthio substituent offers moderate stability and compatibility with standard reaction conditions, facilitating subsequent transformations such as oxidation to sulfone, electrophilic substitution, or transition-metal-catalyzed coupling processes. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and API development.

Synthesis

  • Route1
    • In-stock
      Methyl 2-mercaptobenzoate|CS-W017801
      4892-02-8
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl 2-(methylthio)benzoate|CS-0204610
      3704-28-7

    References

    • NOVARTIS AG; NOVARTIS PHARMA GmbH Patent: WO2007/67613 A1, 2007 ; Location in patent: Page/Page column 53 ; WO 2007/067613 A1
  • Route2
    • Methyl 2-(methylsulfinyl)benzoate|CS-0574911
      4850-73-1
    • ~92%
    • In-stock
      Methyl 2-(methylthio)benzoate|CS-0204610
      3704-28-7

    References

    • Garcia, Nuria; Garcia-Garcia, Patricia; Fernandez-Rodriguez, Manuel A.; Garcia, Daniel; Pedrosa, Maria R.; Arnaiz, Francisco J.; Sanz, Roberto Green Chemistry, 2013 , vol. 15, # 4 p. 999 - 1005
  • Route3

    References

    • Bott, Kaspar Chemische Berichte, 1993 , vol. 126, # 8 p. 1955 - 1956

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1951
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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