Cas no 1131588-23-2 (Ethyl 4-(dimethylamino)-3-iodobenzoate)

Ethyl 4-(dimethylamino)-3-iodobenzoate is a benzoate derivative featuring both dimethylamino and iodo functional groups, making it a versatile intermediate in organic synthesis. The electron-donating dimethylamino group enhances reactivity in electrophilic substitutions, while the iodo substituent provides a handle for further functionalization via cross-coupling reactions, such as Suzuki or Sonogashira couplings. This compound is particularly useful in pharmaceutical and materials science research, where its structural motifs are valuable for constructing complex molecules. Its ester group also allows for straightforward hydrolysis or transesterification, offering additional synthetic flexibility. The compound is typically handled under standard laboratory conditions, ensuring compatibility with a range of reaction protocols.
Ethyl 4-(dimethylamino)-3-iodobenzoate structure
1131588-23-2 structure
Product Name:Ethyl 4-(dimethylamino)-3-iodobenzoate
CAS No:1131588-23-2
MF:C11H14INO2
MW:319.138835430145
CID:1030650
PubChem ID:44829064
Update Time:2025-08-04

Ethyl 4-(dimethylamino)-3-iodobenzoate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 4-(dimethylamino)-3-iodobenzoate
    • DB-060345
    • 1131588-23-2
    • Ethyl4-(dimethylamino)-3-iodobenzoate
    • AKOS015843501
    • DTXSID60661151
    • A802834
    • SB83228
    • Inchi: 1S/C11H14INO2/c1-4-15-11(14)8-5-6-10(13(2)3)9(12)7-8/h5-7H,4H2,1-3H3
    • InChI Key: CSNNHIGWFYYCKW-UHFFFAOYSA-N
    • SMILES: IC1C=C(C(=O)OCC)C=CC=1N(C)C

Computed Properties

  • Exact Mass: 319.00693g/mol
  • Monoisotopic Mass: 319.00693g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 221
  • 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
  • XLogP3: 2.9
  • Topological Polar Surface Area: 29.5?2

Ethyl 4-(dimethylamino)-3-iodobenzoate Pricemore >>

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Alichem
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Additional information on Ethyl 4-(dimethylamino)-3-iodobenzoate

Comprehensive Overview of Ethyl 4-(dimethylamino)-3-iodobenzoate (CAS No. 1131588-23-2)

Ethyl 4-(dimethylamino)-3-iodobenzoate (CAS No. 1131588-23-2) is a specialized organic compound widely utilized in pharmaceutical research, material science, and synthetic chemistry. This ester derivative, featuring a dimethylamino group and an iodine substituent on the benzoate ring, exhibits unique reactivity and functional versatility. Its molecular structure, C11H14INO2, makes it a valuable intermediate for constructing complex molecules, particularly in the development of fluorescent probes, photoactive materials, and drug candidates. Researchers increasingly focus on its role in cross-coupling reactions, a hot topic in modern organic synthesis due to the growing demand for sustainable and efficient methodologies.

The compound’s iodo-substituted aromatic ring enables pivotal transformations such as Suzuki-Miyaura and Sonogashira couplings, aligning with the industry’s shift toward green chemistry and catalysis. Recent studies highlight its potential in designing OLED materials, where its electron-donating dimethylamino group enhances luminescence properties. This application resonates with the surge in interest for energy-efficient displays and optoelectronic devices, frequently searched topics in scientific and engineering forums. Additionally, its ester moiety offers hydrolytic stability, facilitating storage and handling—a practical advantage for laboratories prioritizing reproducibility and scalability.

From a synthetic perspective, Ethyl 4-(dimethylamino)-3-iodobenzoate serves as a precursor for bioconjugation and labeling techniques, critical in proteomics and diagnostic imaging. Its compatibility with click chemistry protocols further expands its utility, addressing the demand for modular and rapid molecular assembly. Notably, its UV-visible absorption characteristics make it suitable for photophysical studies, a niche yet growing area in material science. As AI-driven drug discovery gains traction, this compound’s role in high-throughput screening libraries underscores its relevance in computational chemistry workflows.

Quality control of CAS No. 1131588-23-2 relies on advanced analytical techniques like HPLC, NMR, and mass spectrometry, ensuring purity for sensitive applications. Suppliers often emphasize batch-to-batch consistency, a key concern for researchers troubleshooting reaction yields. Discussions in online scientific communities frequently explore its solubility profiles and compatibility with polar solvents, reflecting practical challenges in experimental design. Furthermore, its stability under inert atmospheres aligns with best practices for air-sensitive synthesis, a subtopic trending in academic forums.

In summary, Ethyl 4-(dimethylamino)-3-iodobenzoate bridges multiple disciplines, from medicinal chemistry to nanotechnology. Its adaptability to emerging trends—such as metal-free catalysis and bioorthogonal chemistry—positions it as a compound of enduring interest. As industries prioritize sustainable synthesis and functional materials, this benzoate derivative will likely remain a staple in innovative research pipelines.

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