Description
Ethyl 2-hydroxy-5-iodobenzoate (CAS No. 15125-84-5) is a high-purity iodinated benzoate ester with the molecular formula C9H9IO3. This compound is a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure, featuring both a hydroxyl group and an iodine substituent on the aromatic ring, makes it a valuable building block for further functionalization. The ethyl ester moiety enhances solubility in organic solvents, facilitating reactions under mild conditions. This product is supplied as a crystalline solid with ≥95% purity (HPLC), rigorously tested for consistency and quality. Ideal for researchers in medicinal chemistry, material science, and catalysis.
Properties
- CAS Number: 15125-84-5
- Complexity: 184
- IUPAC Name: ethyl 2-hydroxy-5-iodo-benzoate
- InChI: InChI=1S/C9H9IO3/c1-2-13-9(12)7-5-6(10)3-4-8(7)11/h3-5,11H,2H2,1H3
- InChI Key: WKGNZGPAJWJRDO-UHFFFAOYSA-N
- Exact Mass: 291.95964
- Molecular Formula: C9H9IO3
- Molecular Weight: 292.07
- SMILES: CCOC(=O)C1=C(C=CC(=C1)I)O
- Topological: 46.5
- Monoisotopic Mass: 291.95964
- Synonyms: ethyl 2-hydroxy-5-iodobenzoate, 15125-84-5, Ethyl 2-hydroxy-5-iodo-benzoate, 2-hydroxy-5-iodobenzoic acid ethyl ester, MFCD06204739, ethyl 5-iodosalicylate, ethyl2-hydroxy-5-iodobenzoate, SCHEMBL3895902, DTXSID80515167, WKGNZGPAJWJRDO-UHFFFAOYSA-N, AKOS015843514, DS-17814, DB-063886, CS-0151825, I11795
Application
Ethyl 2-hydroxy-5-iodobenzoate is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for synthesizing biaryl compounds. Its iodine moiety serves as a handle for palladium-catalyzed transformations, enabling the construction of complex molecular architectures. The compound is also employed in the development of non-steroidal anti-inflammatory drug (NSAID) analogs due to its structural similarity to salicylate derivatives. Additionally, it finds utility in radiopharmaceutical labeling and as a precursor for iodine-containing liquid crystals.
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