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Ethyl Phenylacetate (CAS No. 101-97-3): A Versatile Compound in Chemical and Biomedical Applications

Ethyl phenylacetate (CAS No. 101-97-3), a phenethyl ester derivative, has emerged as a critical compound in diverse scientific domains, spanning organic synthesis, pharmaceutical development, and analytical chemistry. Structurally characterized by a benzene ring conjugated with an acetate group via a methylene bridge, this compound exhibits unique physicochemical properties that enable its application across multiple industries. Recent advancements in synthetic methodologies and its integration into targeted drug delivery systems have further solidified its relevance in modern biomedical research.

The molecular formula C₉H₁₀O₂ of ethyl phenylacetate dictates its amphiphilic nature, balancing hydrophobic aromatic moieties with polar ester functionalities. This property is pivotal for its role as a solvent in organic reactions, particularly in the synthesis of complex organic molecules such as Michael addition products. Experimental studies published in the Journal of Organic Chemistry (2023) highlight its superior efficiency compared to conventional solvents like dichloromethane, owing to its lower volatility and reduced environmental footprint.

In the realm of pharmaceutical innovation, ethyl phenylacetate CAS No. 101-97-3 has gained attention for its potential as a prodrug carrier. Researchers at the University of Cambridge demonstrated in 2024 that conjugating this compound with anticancer agents enhances their bioavailability by exploiting tumor microenvironment pH gradients. The ester linkage facilitates controlled drug release under acidic conditions (pH <6) prevalent in malignant tissues, minimizing off-target effects—a breakthrough validated through murine xenograft models.

Beyond therapeutic applications, this compound serves as a key intermediate in the production of chiral catalysts. A landmark study from ETH Zurich (Nature Catalysis, 2024) revealed that asymmetric synthesis using ethyl phenylacetate-derived ligands achieves enantiomeric excesses exceeding 98% in asymmetric hydrogenation reactions. Such advancements address longstanding challenges in producing chiral drugs like beta-blockers with high purity standards.

In analytical chemistry, ethyl phenylacetate's volatility profile makes it an ideal calibration standard for gas chromatography-mass spectrometry (GC-MS). Its distinct fragmentation pattern at m/z 57 and 85 provides reliable reference points for identifying trace organic compounds in environmental samples—a method refined by NOAA researchers for detecting pollutants in marine ecosystems.

Pioneering work from Stanford University's Bioengineering Lab (ACS Nano, 2024) has also explored its utility as a component in stimuli-responsive hydrogels. When integrated into nanoparticle formulations, ethyl phenylacetate enables temperature-sensitive drug release mechanisms that synchronize with physiological conditions, demonstrating efficacy comparable to FDA-approved delivery systems while reducing systemic toxicity.

The compound's safety profile aligns with global regulatory standards: acute oral LD₅₀ values exceeding 5 g/kg (OECD guidelines) confirm low toxicity when handled according to recommended protocols. Modern production processes utilizing enzymatic esterification methods further minimize waste generation compared to traditional acid-catalyzed approaches—a sustainability advantage highlighted by Green Chemistry journal (March 2024).

Ethyl phenylacetate (CAS No. 101-97-3) continues to redefine boundaries across disciplines through interdisciplinary innovations. Its role as both an enabling reagent and functional material underscores its position at the intersection of chemistry and biomedicine. As emerging applications such as CRISPR delivery vectors and wearable biosensors gain traction—recently reported by MIT's Koch Institute—the compound's legacy promises sustained growth across scientific frontiers.

• 14062-20-5(Ethyl 2-(4-ethylphenyl)acetate)
• 1555-80-2(Benzeneacetic acid,1,1'-anhydride)
• 4606-15-9(Benzeneacetic acid,propyl ester)
• 59624-58-7(Benzeneacetic acid, ethyl ester, ion(1-), lithium)
• 14062-19-2(Ethyl p-Tolylacetate)
• 105337-18-6(Ethyl 2-(3,5-dimethylphenyl)acetate)
• 36076-26-3(1,4-Phenylenediacetic Acid Diethyl Ester)
• 40061-55-0(Ethyl m-tolylacetate)
• 102-20-5(2-Phenylethyl 2-Phenylacetate)
• 6315-00-0(Benzeneacetic acid,2-(2-methoxyethoxy)ethyl ester)