Description

1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl cyclopropanecarboxylate (CAS No. 1392277-06-3) is a high-purity organic compound with the molecular formula C₁₂H₉NO₄ and a molecular weight of 231.21 g/mol. This specialized chemical, also known by its IUPAC name (1,3-dioxoisoindol-2-yl) cyclopropanecarboxylate, features a unique cyclopropane carboxylate ester linked to a phthalimide moiety, making it a valuable intermediate in synthetic organic chemistry and pharmaceutical research. Its rigid cyclopropane ring and reactive isoindole-1,3-dione group enable applications in heterocyclic synthesis, peptide modifications, and as a building block for bioactive molecules. Available in >98% purity (HPLC), this compound is supplied as a white to off-white crystalline powder, packaged under inert conditions to ensure stability. Suitable for research and development purposes, it is ideal for scientists exploring novel drug candidates, polymer chemistry, or advanced material science.

Properties

• CAS Number: 1392277-06-3
• Complexity: 364
• IUPAC Name: (1,3-dioxoisoindolin-2-yl) cyclopropanecarboxylate
• InChI: InChI=1S/C12H9NO4/c14-10-8-3-1-2-4-9(8)11(15)13(10)17-12(16)7-5-6-7/h1-4,7H,5-6H2
• InChI Key: BDRFYZKZLYMXLC-UHFFFAOYSA-N
• Exact Mass: 231.05315777
• Molecular Formula: C12H9NO4
• Molecular Weight: 231.20
• SMILES: C1CC1C(=O)ON2C(=O)C3=CC=CC=C3C2=O
• Topological: 63.7
• Monoisotopic Mass: 231.05315777
• Synonyms: 1392277-06-3, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl cyclopropanecarboxylate, 894-999-8, 1,3-DIOXOISOINDOLIN-2-YL CYCLOPROPANECARBOXYLATE, (1,3-Dioxoisoindol-2-yl) cyclopropanecarboxylate, SCHEMBL23991738, SFC27706, MFCD32667152, AT20664, EN300-6513124

Application

1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl cyclopropanecarboxylate serves as a versatile synthon in medicinal chemistry for the design of protease inhibitors and enzyme modulators due to its electrophilic carbonyl groups. Its cyclopropane moiety is exploited in agrochemical research to enhance metabolic stability in active ingredients. Researchers also utilize this compound as a photoactive linker in solid-phase peptide synthesis (SPPS) or as a precursor for functionalized isoindole derivatives.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.