Description

(1,3-Dioxoisoindol-2-yl) thiophene-2-carboxylate (CAS No. 82649-27-2) is a high-purity heterocyclic organic compound with the molecular formula C₁₃H₇NO₄S. This specialized chemical features a unique structural combination of a phthalimide (1,3-dioxoisoindole) core esterified with a thiophene-2-carboxylate moiety, making it a valuable intermediate for synthetic organic chemistry and materials science applications. The compound is supplied as a fine powder or crystalline solid with ≥95% purity (HPLC), ensuring consistency for research and industrial use. Its well-defined structure (IUPAC name: (1,3-dioxoisoindol-2-yl) thiophene-2-carboxylate) offers precise reactivity for conjugation chemistry, particularly in the development of functional materials, pharmaceutical scaffolds, or optoelectronic components. Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability. For research use only; not for drug or household use.

Properties

• CAS Number: 82649-27-2
• Complexity: 401
• IUPAC Name: (1,3-dioxoisoindolin-2-yl) thiophene-2-carboxylate
• InChI: InChI=1S/C13H7NO4S/c15-11-8-4-1-2-5-9(8)12(16)14(11)18-13(17)10-6-3-7-19-10/h1-7H
• InChI Key: LHKKFEMTCDUWDY-UHFFFAOYSA-N
• Exact Mass: 273.00957888
• Molecular Formula: C13H7NO4S
• Molecular Weight: 273.27
• SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)OC(=O)C3=CC=CS3
• Topological: 91.9
• Monoisotopic Mass: 273.00957888
• Synonyms: 2-[(2-thienylcarbonyl)oxy]-1H-isoindole-1,3(2H)-dione, (1,3-dioxoisoindol-2-yl) thiophene-2-carboxylate, AKOS000642899, 82649-27-2, EN300-6513169, AG-690/11999184, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl thiophene-2-carboxylate

Application

This compound serves as a versatile building block in organic synthesis, particularly for constructing complex heterocyclic systems with potential pharmacological activity. Researchers utilize it as a photoactive intermediate in the development of organic semiconductors due to its conjugated thiophene-phthalimide structure. The ester linkage enables facile derivatization for polymer chemistry applications, including the synthesis of functionalized polyimides. In medicinal chemistry, it may be employed as a precursor for kinase inhibitor scaffolds or protease-targeting warheads.

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