Cas no 4785-66-4 (2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid)

2-(1,1-Dioxo-1λ?-thiolan-3-yl)acetic acid is a sulfone-containing carboxylic acid derivative characterized by its five-membered thiolane ring with a sulfone moiety at the 1-position and an acetic acid substituent at the 3-position. This compound is of interest in synthetic organic chemistry due to its functional group versatility, serving as a valuable intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The sulfone group enhances reactivity in nucleophilic substitution and cyclization reactions, while the carboxylic acid allows for further derivatization. Its rigid cyclic structure may also contribute to stereochemical control in asymmetric synthesis. The compound is typically handled under standard laboratory conditions, with stability dependent on proper storage away from strong bases or reducing agents.
2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid structure
4785-66-4 structure
Product Name:2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid
CAS No:4785-66-4
MF:C6H10O4S
MW:178.206201076508
MDL:MFCD00047103
CID:332205
Update Time:2025-05-25

2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(1,1-Dioxidotetrahydrothiophen-3-yl)acetic acid
    • (1,1-DIOXIDOTETRAHYDRO-3-THIENYL)ACETIC ACID
    • (1,1-dioxidotetrahydrothien-3-yl)acetic acid
    • (1,1-Dioxo-tetrahydro-1lambda*6*-thiophen-3-yl)-acetic acid
    • 3-Thiopheneacetic acid,tetrahydro-, 1,1-dioxide
    • 2-(1,1-dioxothiolan-3-yl)acetic acid
    • 2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid
    • MDL: MFCD00047103
    • Inchi: 1S/C6H10O4S/c7-6(8)3-5-1-2-11(9,10)4-5/h5H,1-4H2,(H,7,8)
    • InChI Key: BWWAVFYRWZYKFE-UHFFFAOYSA-N
    • SMILES: S1(CCC(CC(=O)O)C1)(=O)=O

Computed Properties

  • Exact Mass: 178.03000
  • Monoisotopic Mass: 177.022154
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 243
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 82.6

Experimental Properties

  • Density: 1.397
  • Boiling Point: 464.6 ℃ at 760 mmHg
  • Flash Point: 234.8°C
  • Refractive Index: 1.511
  • PSA: 79.82000
  • LogP: 0.97660

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Additional information on 2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid

2-(1,1-Dioxo-1λ?-thiolan-3-yl)acetic Acid: A Comprehensive Overview

2-(1,1-Dioxo-1λ?-thiolan-3-yl)acetic acid, also known by its CAS number CAS No 4785-66-4, is a compound of significant interest in both academic and industrial research. This compound belongs to the class of thiolane derivatives, which have been extensively studied for their unique chemical properties and potential applications in various fields. The molecule consists of a thiolane ring (a five-membered sulfur-containing ring) substituted with a dioxo group and an acetic acid moiety, making it a versatile building block for further chemical modifications.

The structure of 2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid is characterized by its sulfur-containing heterocyclic ring, which imparts unique electronic properties to the molecule. The thiolane ring is fully saturated, with the sulfur atom being part of the five-membered ring system. The dioxo substitution at the 1-position introduces additional electron-withdrawing effects, which can influence the reactivity of the compound in various chemical reactions. The acetic acid group attached at the 3-position of the thiolane ring provides a carboxylic acid functionality, which is highly reactive and can participate in a wide range of reactions, including esterification, amidation, and nucleophilic substitutions.

Recent studies have highlighted the importance of CAS No 4785-66-4 in medicinal chemistry due to its potential as a lead compound for drug discovery. The compound has been investigated for its ability to modulate various biological targets, including enzymes, receptors, and ion channels. For instance, researchers have explored its role as a ligand for G-protein coupled receptors (GPCRs), which are critical targets in the development of therapeutic agents for cardiovascular diseases, inflammation, and neurological disorders.

In addition to its medicinal applications, 2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid has found utility in agrochemicals and materials science. Its ability to act as a chelating agent has made it valuable in formulations designed to enhance nutrient uptake in plants. Furthermore, the compound has been studied for its potential as a precursor in the synthesis of advanced materials, such as polymers and nanoparticles.

The synthesis of CAS No 4785-66-4 involves a multi-step process that typically begins with the preparation of the thiolane ring followed by functionalization with the dioxo and acetic acid groups. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound, reducing production costs and improving yields.

In terms of physical properties, 2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid exhibits a melting point of approximately 200°C under standard conditions. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for use in various organic reactions. The compound is stable under normal storage conditions but may degrade under strongly acidic or basic conditions.

The latest research on this compound has focused on its role as an intermediate in bioactive molecule synthesis. For example, scientists have reported its use in constructing complex natural product analogs with potential anti-cancer and anti-inflammatory activities. These findings underscore the importance of this compound as a key intermediate in drug discovery pipelines.

In conclusion, 2-(1,1-dioxo-1λ?-thiolan-3-yl)acetic acid, identified by its CAS number CAS No 4785-66-4, is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool in both academic research and industrial development. As ongoing studies continue to uncover new potentials for this compound, it is likely to play an increasingly important role in advancing scientific knowledge and technological innovations.

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