2-(methoxycarbonyl)benzoic acid

• ChemBase编号: 150220
• 分子式: C9H8O4
• 平均质量: 180.15742
• 单一同位素质量: 180.04225874
• SMILES: COC(=O)c1ccccc1C(=O)O
• Canonical SMILES: COC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)
• InChIKey: FNJSWIPFHMKRAT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(methoxycarbonyl)benzoic acid
• IUPAC传统名: methyl hydrogen phthalate
• 别名: 单甲基邻苯二甲酸酯; 邻苯二甲酸单甲酯; 邻苯二甲酸氢甲酯; 2-(Methoxycarbonyl)benzoic acid; Monomethyl phthalate; mono-Methyl phthalate; 1,2-Benzenedicarboxylic Acid 1-Methyl Ester; Phthalic Acid Methyl Ester; Phthalic Acid Monomethyl Ester; 2-(1-Methoxycarbonyl)benzoic Acid; Methyl 2-Carboxybenzoate; Methyl Hydrogen Phthalate; Methyl Phthalate; MMP; NSC 8281; Monomethyl Phthalate; Benzene-1,2-dicarboxylic acid monomethyl ester; Methyl hydrogen phthalate

登记号

• CAS号: 4376-18-5
• EC号: 224-476-6
• MDL号: MFCD00002466
• Beilstein号: 2048766
• PubChem SID: 24859094; 24862811; 162244381
• PubChem CID: 20392

理论计算性质

• Acid pKa: 3.0856395
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.74962264
• LogD (pH = 7.4): -1.8291929
• Log P: 1.6343057
• 摩尔折射率: 45.3395 cm^3
• 极化性: 17.141464 Å^3
• 极化表面积: 63.6 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 76-78°C; 81-84°C; 82-84 °C(lit.)

安全信息

• 保存条件: Refrigerator
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-36/37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 97%; 98%
• 级别: analytical standard, for environmental analysis
• 线性分子式: 2-(HO2C)C6H4CO2CH3

详细说明

Sigma Aldrich - 317640

包装
25, 100 g in glass bottle

Toronto Research Chemicals - M566540

Phthalate Ester metabolite, linked to precocious puberty.

参考文献

• Engel, S., et al.: NeuroToxicol., 30, 522 (2009)
• Blair, J., et al.: Environ., Sci., Technol., 43, 6262 (2009)
• Xu, Z., et al.: Environ. Sci. Technol., 44, 3130 (2009)
• Clewell, R., et al.: Toxicol. in Vitro, 24, 327 (2009)
• Undergoes a modified Curtius rearrangement via a mixed anhydride. The resulting isocyanate has been cyclized with, e.g. alanine to give chiral quinazoline-2,4-dione derivatives: Heterocycles, 36, 1305 (1993):