Description

Methyl 2-(benzyloxy)acetate (CAS No. 31600-43-8) is a high-purity ester compound with the molecular formula C₁₀H₁₂O₃. This chemical is widely utilized in organic synthesis and pharmaceutical research due to its versatile reactivity as a protected glycolic acid derivative. The compound features a benzyloxy group adjacent to an ester functionality, making it a valuable intermediate for the preparation of more complex molecules. It is supplied as a clear, colorless to pale yellow liquid with a characteristic mild ester odor. Suitable for use in anhydrous reactions, this product is rigorously tested for purity (typically ≥95% by GC) and is packaged under inert gas to ensure stability. Researchers can rely on its consistent quality for applications in peptide synthesis, polymer chemistry, and fine chemical manufacturing.

Properties

• CAS Number: 31600-43-8
• Complexity: 150
• IUPAC Name: methyl 2-benzyloxyacetate
• InChI: InChI=1S/C10H12O3/c1-12-10(11)8-13-7-9-5-3-2-4-6-9/h2-6H,7-8H2,1H3
• InChI Key: QNEIZSSWCVSZOS-UHFFFAOYSA-N
• Exact Mass: 180.078644241
• Molecular Formula: C10H12O3
• Molecular Weight: 180.20
• SMILES: COC(=O)COCC1=CC=CC=C1
• Topological: 35.5
• Monoisotopic Mass: 180.078644241
• Synonyms: METHYL 2-(BENZYLOXY)ACETATE, 31600-43-8, DTXSID60471651, DTXCID20422467, Methyl 2-phenylmethoxyacetate, METHYL (BENZYLOXY)ACETATE, MFCD11174673, Acetic acid, (phenylmethoxy)-, methyl ester, Methyl benzyloxyacetate, methyl -benzyloxyacetate, methyl(benzyloxy)acetate, methyl phenylmethoxyacetate, Methyl-2-benzyloxy-acetate, SCHEMBL1171919, SCHEMBL4588282, SCHEMBL7052144, SCHEMBL7384196, benzyloxyacetic acid, methyl ester, QNEIZSSWCVSZOS-UHFFFAOYSA-N, METHYL2-(BENZYLOXY)ACETATE, Benzyloxy-Acetic Acid Methyl Ester, AKOS008955038, AB63738, DS-8843, DA-06966, SY102563, CS-0136691, EN300-93052, W10280

Application

Methyl 2-(benzyloxy)acetate serves as a key building block in organic synthesis, particularly for introducing glycolic acid derivatives with protective groups. It is commonly employed in pharmaceutical research for the preparation of prodrugs and active pharmaceutical ingredients (APIs). The compound’s benzyl-protected hydroxyl group allows for selective deprotection in multi-step syntheses. Additionally, it finds use in polymer chemistry as a monomer or crosslinking agent for specialty materials. Its stability and reactivity make it valuable for academic and industrial laboratories exploring novel synthetic pathways.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

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

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