水杨酸甲酯
一种芳香酯，同时保留独立的酚羟基。
- 化学式
- C8H8O3
- 摩尔质量
- 152.15 g/mol
- Also known as
- methyl 2-hydroxybenzoate, Analgit, Flucarmit, Exagien, Betula, 2-Hydroxybenzoic acid methyl ester
概览
The carboxyl group of salicylic acid is present as a methyl ester, while the ring OH remains. Hydrolysis regenerates the acid or its carboxylate, depending on pH, and releases methanol. Its functional groups differ from aspirin even though both are related to salicylic acid.
Identifiers
- 化学式
- C8H8O3
- 摩尔质量
- 152.15 g/mol
- Also known as
- methyl 2-hydroxybenzoate, Analgit, Flucarmit, Exagien, Betula, 2-Hydroxybenzoic acid methyl ester
化学标识符
- SMILES
- COC(=O)C1=CC=CC=C1O
- InChI
- InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
- PubChem CID
- 4133
性质
- 熔点
- -8.6 °C
- 沸点
- 220-224 °C
- 相对密度（水 = 1）
- Relative density (water = 1): 1.18
- 水中溶解度
- Sol in water: 0.74%w @ 30 °C
Related compounds
Connected reactions
- Alkaline hydrolysis and acidification: Methyl salicylate → Salicylic acid
氢氧根加成到酯羰基，置换甲氧基片段，后者形成甲醇。在碱性条件下，水杨酸盐基团处于去质子化状态；随后酸化可恢复中性羧酸和酚羟基。
参考文献
- PubChem Compound Summary: Methyl salicylate (CID 4133)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Chemistry of estersJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- Hazardous Substances Data Bank (HSDB): Methyl salicylate — melting pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/4133#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961
- Hazardous Substances Data Bank (HSDB): Methyl salicylate — boiling pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/4133#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 961
- ILO-WHO International Chemical Safety Cards (ICSCs): Methyl salicylate — densityILO-WHO International Chemical Safety Cards (ICSCs)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/4133#section=Density. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred.
- Hazardous Substances Data Bank (HSDB): Methyl salicylate — solubilityHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/4133#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Riddick, J.A., W.B. Bunger, Sakano T.K. Techniques of Chemistry 4th ed., Volume II. Organic Solvents. New York, NY: John Wiley and Sons., 1985., p. 715