苯甲酸
一种芳香羧酸,可用于联系酸碱萃取与有机结构。
- 化学式
- C7H6O2
- 官能团
- 羧酸
- 摩尔质量
- 122.12 g/mol
- Also known as
- Dracylic acid, benzenecarboxylic acid, Benzeneformic acid, Carboxybenzene, phenylformic acid, Benzenemethanoic acid
概览
A carboxyl group is bonded directly to a benzene ring. Converting the acid into a benzoate salt changes its charge and can change its distribution between aqueous and organic phases. Recovery by acidification depends on the resulting solubility and experimental conditions.
Identifiers
- 化学式
- C7H6O2
- 官能团
- 羧酸
- 摩尔质量
- 122.12 g/mol
- Also known as
- Dracylic acid, benzenecarboxylic acid, Benzeneformic acid, Carboxybenzene, phenylformic acid, Benzenemethanoic acid
化学标识符
- SMILES
- C1=CC=C(C=C1)C(=O)O
- InChI
- InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
- PubChem CID
- 243
性质
- 熔点
- 122.35 °C
- 沸点
- 249.2 °C at 760 mm Hg
- 密度
- 1.2659 g/cu cm at 15 °C
- 水中溶解度
- In water, 3.5X10+3 mg/L at 25 °C
Diagnostic tests
碳酸氢盐检验酸性基团
- 试剂
- 碳酸氢钠水溶液
- 条件
- 使少量样品与该水溶液试剂接触。
- Positive observation
- 生成二氧化碳与苯甲酸根,同时出现气泡。
- Negative observation
- 未水解的中性酯对照不产生气泡。
- Interpretation
- 羧酸中的质子与碳酸氢根反应。
- 适用范围
- 预期苯甲酸呈阳性。
- 来源说明
- 水中溶解度低可能减慢相互接触。其他酸也可产生相同现象。
- 证据
- established acid–base chemistry
Related compounds
Connected reactions
- Side chain oxidation: Toluene → Benzoic acid
甲苯通过侧链氧化生成苯甲酸。
- Complete oxidation: Benzyl alcohol → Benzoic acid
氧化先将苄位 CH2OH 转化为醛,再在碱性条件下转化为羧酸根。酸性后处理得到苯甲酸;芳环保留,侧链碳被进一步氧化。
- Aldehyde oxidation: Benzaldehyde → Benzoic acid
水与醛可逆加成,形成可继续氧化的水合物。醛基碳成为羧基碳;酸性后处理使先形成的苯甲酸根转化为苯甲酸。
- Acyl chloride preparation: Benzoic acid → Benzoyl chloride
与五氯化磷反应,以氯替代羧基中的 OH,保留酰基碳和芳环。新生成的酰氯更易发生亲核取代;其余原子进入 POCl3 和 HCl。
- Esterification: Benzoic acid → Ethyl benzoate
酸活化使乙醇可加成到苯甲酸上;经质子转移和脱水,形成苯甲酸乙酯。整个酰基取代过程中,芳环保持完整。
参考文献
- PubChem Compound Summary: Benzoic acid (CID 243)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Structure and properties of carboxylic acidsJohn 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): Benzoic acid — melting pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/243#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-38
- Hazardous Substances Data Bank (HSDB): Benzoic acid — boiling pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/243#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-38
- Hazardous Substances Data Bank (HSDB): Benzoic acid — densityHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/243#section=Density. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Haynes, W.M. (ed.) CRC Handbook of Chemistry and Physics. 91st ed. Boca Raton, FL: CRC Press Inc., 2010-2011, p. 3-38
- Hazardous Substances Data Bank (HSDB): Benzoic acid — solubilityHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/243#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 368
- Compound confusion: acid and ester comparisonsRoyal Society of Chemistry · RSC Education
Source-supported qualitative reference observations.