Description

Benzyl 3-hydroxyphenylacetate (CAS No. 295320-25-1) is a high-purity organic compound with the molecular formula C₁₅H₁₄O₃. This ester derivative of 3-hydroxyphenylacetic acid and benzyl alcohol is a valuable intermediate for pharmaceutical and biochemical research. Its IUPAC name, benzyl 2-(3-hydroxyphenyl)acetate, reflects its structural composition, featuring a hydroxyphenyl moiety and a benzyl ester group. The compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for synthetic applications. It is soluble in organic solvents such as DMSO, methanol, and ethanol but exhibits limited solubility in water. Store under inert conditions at 2-8°C to maintain stability. Ideal for use in peptide synthesis, prodrug development, and as a scaffold for bioactive molecule design.

Properties

• CAS Number: 295320-25-1
• Complexity: 258
• IUPAC Name: benzyl 2-(3-hydroxyphenyl)acetate
• InChI: InChI=1S/C15H14O3/c16-14-8-4-7-13(9-14)10-15(17)18-11-12-5-2-1-3-6-12/h1-9,16H,10-11H2
• InChI Key: ALFOBMRIXXPJLQ-UHFFFAOYSA-N
• Exact Mass: 242.094294304
• Molecular Formula: C15H14O3
• Molecular Weight: 242.27
• SMILES: C1=CC=C(C=C1)COC(=O)CC2=CC(=CC=C2)O
• Topological: 46.5
• Monoisotopic Mass: 242.094294304
• Synonyms: 295320-25-1, BENZYL 3-HYDROXYPHENYLACETATE, DTXSID70426834, DTXCID00377668, benzyl 2-(3-hydroxyphenyl)acetate, Benzeneacetic acid, 3-hydroxy-, phenylmethyl ester, MFCD04039768, SCHEMBL56760, benzyl2-(3-hydroxyphenyl)acetate, ALFOBMRIXXPJLQ-UHFFFAOYSA-N, AKOS024318909, phenylmethyl 2-(3-hydroxyphenyl)acetate, AS-75808, DB-415894, (3-Hydroxy-phenyl)-acetic acid benzyl ester, CS-0335995, ST50407460, G65506

Application

Benzyl 3-hydroxyphenylacetate serves as a versatile building block in medicinal chemistry, particularly for synthesizing prodrugs and modified phenylacetic acid derivatives. Researchers utilize it to introduce hydroxyphenylacetate motifs into target molecules, enhancing solubility or bioavailability. It is also employed in the development of enzyme inhibitors and receptor ligands due to its aromatic and ester functionalities. In material science, it acts as a monomer for specialty polymers with tailored properties.

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