Cas no 102989-71-9 (1-(1,3-thiazol-5-yl)prop-2-en-1-one)

1-(1,3-Thiazol-5-yl)prop-2-en-1-one is a heterocyclic compound featuring a thiazole ring conjugated with a propenone moiety. This structure imparts reactivity suitable for applications in organic synthesis, particularly as a building block for pharmaceuticals, agrochemicals, and functional materials. The α,β-unsaturated ketone group enables Michael addition and cycloaddition reactions, while the thiazole ring contributes to its potential bioactivity. Its well-defined molecular framework allows for precise modifications, making it valuable in medicinal chemistry for designing enzyme inhibitors or bioactive scaffolds. The compound’s stability under standard conditions ensures ease of handling in laboratory settings. Its versatility and synthetic utility underscore its importance in advanced chemical research and development.
1-(1,3-thiazol-5-yl)prop-2-en-1-one structure
102989-71-9 structure
Product Name:1-(1,3-thiazol-5-yl)prop-2-en-1-one
CAS No:102989-71-9
MF:C6H5NOS
MW:139.174999952316
CID:125375
PubChem ID:45121841
Update Time:2025-06-13

1-(1,3-thiazol-5-yl)prop-2-en-1-one Chemical and Physical Properties

Names and Identifiers

    • 2-Propen-1-one,1-(5-thiazolyl)-
    • 2-Propen-1-one, 1-(5-thiazolyl)-
    • 1-(1,3-thiazol-5-yl)prop-2-en-1-one
    • Inchi: 1S/C6H5NOS/c1-2-5(8)6-3-7-4-9-6/h2-4H,1H2
    • InChI Key: JBIXYHFSIXLGLG-UHFFFAOYSA-N
    • SMILES: C(C1SC=NC=1)(=O)C=C

Computed Properties

  • Exact Mass: 139.00925
  • Monoisotopic Mass: 139.009
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 135
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 58.2A^2

Experimental Properties

  • PSA: 29.96

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Additional information on 1-(1,3-thiazol-5-yl)prop-2-en-1-one

Comprehensive Overview of 1-(1,3-thiazol-5-yl)prop-2-en-1-one (CAS No. 102989-71-9): Properties, Applications, and Industry Insights

1-(1,3-thiazol-5-yl)prop-2-en-1-one (CAS No. 102989-71-9) is a specialized organic compound featuring a thiazole ring conjugated with a propenone moiety. This unique structure endows it with versatile chemical reactivity, making it valuable in pharmaceutical research, agrochemical development, and material science. The compound's molecular formula (C6H5NOS) and structural features have garnered attention for applications in heterocyclic synthesis and bioactive molecule design.

Recent trends highlight growing interest in thiazole derivatives due to their antimicrobial and anti-inflammatory properties, aligning with global demands for novel therapeutic agents. Researchers frequently search for "thiazole-based drug candidates" or "CAS 102989-71-9 solubility," reflecting its relevance in medicinal chemistry. The compound's Michael acceptor capability (via the α,β-unsaturated ketone) also positions it as a key intermediate in click chemistry and polymer crosslinking applications.

From an industrial perspective, 1-(1,3-thiazol-5-yl)prop-2-en-1-one is synthesized through Knoevenagel condensation or Pd-catalyzed coupling, with purity (>98%) being critical for reproducibility. Analytical techniques like HPLC and NMR are essential for quality control. Environmental considerations drive inquiries about "green synthesis of thiazole compounds," prompting innovations in solvent-free reactions and catalytic methods.

The compound's electronic properties make it intriguing for organic electronics, particularly in OLED materials and photovoltaic cells. Patent analyses reveal its use in light-emitting layers, correlating with the surge in "thiazole optoelectronic applications" searches. Stability studies under varying pH and temperature conditions are frequently cited in technical literature.

In conclusion, CAS 102989-71-9 exemplifies the intersection of structural versatility and functional adaptability. Its role in addressing contemporary challenges—from drug discovery bottlenecks to sustainable material development—ensures continued scientific and commercial relevance. Future research may explore its structure-activity relationships further or optimize large-scale production methodologies.

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