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CS-W001157 4
Total: USD 88.00

2-(Methylthio)acetic acid

  • CAS No. 2444-37-3

  • Cat. No. CS-0015159
  • Purity≥98%
  • MDL No.None

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

2-(Methylthio)acetic acid|CS-0015159

Structure of 2444-37-3

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General Information

  • CAS No. 2444-37-3
  • Cat. No. CS-0015159
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₆O₂S
  • Molecular Weight 106.14
  • Synonym(s) Methylsulfanylacetic acid; NSC 263480; S-Methylthioglycolic acid; (Methylthio)aceticacid
  • SMILES O=C(O)CSC

Description

2-(Methylthio)acetic acid features a thioether-functionalized alkyl chain that enhances solubility in polar organic solvents and facilitates coupling reactions under mild conditions. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring sulfur-directed functionalization or as a precursor for bioactive thioesters.

Application

2-(Methylthio)acetic acid serves as a versatile building block in synthetic organic chemistry, enabling the introduction of a methylthio group adjacent to a carboxylic acid functionality. Its stability under standard reaction conditions and compatibility with various functional groups facilitate its use in peptide coupling, heterocycle synthesis, and the preparation of sulfur-containing pharmaceutical intermediates. The molecule functions as a key precursor in the construction of bioactive scaffolds and offers straightforward purification via crystallization or distillation.

Synthesis

  • Route1
    • null|null
      68-11-1
    • null|null
      74-88-4
    • ~88%
    • In-stock
      2-(Methylthio)acetic acid|CS-0015159
      2444-37-3

    References

    • Liang, Qiren; Zhang, Jiyong; Quan, Weiguo; Sun, Yongquan; She, Xuegong; Pan, Xinfu Journal of Organic Chemistry, 2007 , vol. 72, # 7 p. 2694 - 2697
  • Route2

    References

    • Tetrahedron, , vol. 67, # 32 p. 5832 - 5840
  • Route3
    • (Methylthio)acetonitrile|CS-0204347
      35120-10-6
    • ~93%
    • In-stock
      2-(Methylthio)acetic acid|CS-0015159
      2444-37-3

    References

    • Mukherjee, Chandrani; Zhu, Dunming; Biehl, Edward R.; Hua, Ling European Journal of Organic Chemistry, 2006 , # 23 p. 5238 - 5242

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   37.3
  • LogP   0.434
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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