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CS-W001157 4
Total: USD 88.00

2-(Acetylthio)acetic acid

  • CAS No. 1190-93-8

  • Cat. No. CS-0083252
  • Purity≥97%
  • MDL No.MFCD00021763

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

2-(Acetylthio)acetic acid|CS-0083252

Structure of 1190-93-8

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General Information

  • CAS No. 1190-93-8
  • Cat. No. CS-0083252
  • Purity ≥97%
  • MDL No. MFCD00021763
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆O₃S
  • Molecular Weight 134.15
  • Synonym(s) S-Acetylthioacetic Acid
  • SMILES O=C(O)CSC(C)=O

Description

2-(Acetylthio)acetic acid features a reactive thioester moiety that facilitates efficient conjugation in synthetic transformations. This bifunctional scaffold integrates readily into peptide couplings and polymer architectures, offering enhanced stability under standard conditions.

Application

2-(Acetylthio)acetic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to thiol-containing intermediates and heterocyclic systems. Its acetylthio group exhibits predictable reactivity in nucleophilic substitution and condensation reactions, while the β-keto acid functionality supports facile decarboxylation or metal-catalyzed coupling processes. The compound demonstrates good bench stability and compatibility with standard purification techniques, facilitating integration into multi-step syntheses of functionalized scaffolds.

Synthesis

  • Route1
    • null|null
      108-24-7
    • null|null
      68-11-1
    • ~63%
    • In-stock
      2-(Acetylthio)acetic acid|CS-0083252
      1190-93-8

    References

    • Boyer, Nicolas; Gloanec, Philippe; De Nanteuil, Guillaume; Jubault, Philippe; Quirion, Jean-Charles European Journal of Organic Chemistry, 2008 , # 25 p. 4277 - 4295
  • Route2
    • null|null
      79-11-8
    • null|null
      507-09-5
    • ~62%
    • In-stock
      2-(Acetylthio)acetic acid|CS-0083252
      1190-93-8

    References

    • Menozzi; Mosti; Schenone; D'Amico; Filippelli; Rossi Farmaco, 1992 , vol. 47, # 12 p. 1495 - 1511
  • Route3
    • null|null
      68-11-1
    • null|null
      75-36-5
    • ~%
    • In-stock
      2-(Acetylthio)acetic acid|CS-0083252
      1190-93-8

    References

    • Chemische Berichte, , vol. 46, p. 2105

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   0.3507
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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