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Benzyl glycolate
Benzyl glycolate (CAS 30379-58-9), also known as benzyl 2-hydroxyacetate, is a strategically functionalized aromatic ester engineered for pharmaceutical intermediate synthesis, fragrance chemistry, and polymer additive development. This molecule integrates a benzyl ester core—with a benzyl group attached via an ester linkage to glycolic acid—and a primary alcohol terminus on the glycolate moiety. The benzyl ester serves as a hydrogenolysis-labile protecting group for carboxylic acids, enabling orthogonal deprotection strategies (cleavage via Pd/C, H₂), while the primary alcohol provides versatile reactivity for esterification, etherification, oxidation to aldehyde/acid, or conversion to halides. Compared to its methyl or ethyl ester analogs, the benzyl group offers unique deprotection compatibility with base-sensitive synthetic sequences. This intermediate is particularly valuable for constructing prodrug architectures, peptide mimetics, fragrance compounds, and functional materials where the hydroxyacetate-benzyl motif balances synthetic flexibility with controlled deprotection kinetics. Manufactured under controlled conditions, it supports drug discovery programs requiring modular access to protected hydroxyacid architectures with tunable reactivity.
Property
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Product Name
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Benzyl glycolate
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CAS Number
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30379-58-9
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Chinese Name
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乙醇酸苄酯
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Synonyms
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Benzyl glycolate; Benzyl 2-hydroxyacetate; Benzyl hydroxyacetate; Glycolic acid benzyl ester
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Chinese Synonyms
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乙醇酸苄酯; 2-羟基乙酸苄酯; 羟基乙酸苄酯
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Molecular Formula
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C₉H₁₀O₃
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Molecular Weight
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166.17 g/mol
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Purity
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≥ 98% (GC/HPLC area normalization)
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Product Category
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Pharmaceutical Intermediates / Bifunctional Building Blocks / Hydroxy Esters
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Appearance
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Colorless to Pale Yellow Liquid
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Boiling Point
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~280-290°C at 760 mmHg (estimated)
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Density
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~1.15 g/cm³ at 20°C (estimated)
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Refractive Index
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n₂₀/D ~1.52 (estimated)
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong bases to avoid ester hydrolysis and from strong oxidizing agents to avoid alcohol oxidation.
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Shelf Life
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24 months under recommended storage conditions
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Packaging
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100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements (amber glass recommended for light-sensitive batches)
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Applications
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Prodrug design via ester hydrolysis, peptide mimetic synthesis, fragrance/intermediate development, polymer additive precursor, alcohol derivatization (esterification/etherification/oxidation), benzyl ester deprotection studies
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Reactivity
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Suitable for alcohol esterification/etherification, oxidation to aldehyde/acid, conversion to halides, benzyl ester hydrogenolysis (Pd/C, H₂), transesterification, and heterocyclic cyclization
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Special Note
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✅ Hydrogenolysis-Labile Ester—benzyl group enables orthogonal deprotection vs. methyl/ethyl esters. Primary alcohol enables versatile derivatization. Part of our aromatic ester building block series.
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