4-oxo-4H-pyran-2,6-dicarboxylic acid

• ChemBase编号: 126491
• 分子式: C7H4O6
• 平均质量: 184.10306
• 单一同位素质量: 184.00078785
• SMILES: O=c1cc(oc(C(=O)O)c1)C(=O)O
• Canonical SMILES: OC(=O)c1oc(cc(=O)c1)C(=O)O
• InChI: InChI=1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)
• InChIKey: PBAYDYUZOSNJGU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-oxo-4H-pyran-2,6-dicarboxylic acid
• IUPAC系统名: 4-Oxo-4H-pyran-2,6-dicarboxylic acid
• IUPAC传统名: 4-oxo-4H-pyran-2,6-dicarboxylic acid; compound XI*
• 别名: 4-氧代-4H-吡喃-2,6-二甲酸; 白屈菜酸; 4-Oxo-4H-pyran-2,6-dicarboxylic acid; Chelidonic acid; 4-Oxo-4H-pyran-2,6-dicarboxylic acid; gamma-Pyrone-2,6-dicarboxylic acid; Jerva acid; Jervaic acid; Jervasic acid; γ-Pyrone-2,6-dicarboxylic acid; Chelidonic acid

登记号

• CAS号: 99-32-1
• EC号: 202-749-0
• MDL号: MFCD00006577
• Beilstein号: 163607
• PubChem SID: 162220824; 24853471; 24863888
• PubChem CID: 7431
• Chemspider ID: 7153
• 维基百科标题: Chelidonic_acid

理论计算性质

• Acid pKa: 1.8497183
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -6.1579156
• LogD (pH = 7.4): -7.1843815
• Log P: -0.15356745
• 摩尔折射率: 40.5461 cm^3
• 极化性: 14.548089 Å^3
• 极化表面积: 100.9 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 257°C (decomp.); 265 °C (dec.)(lit.)

安全信息

• RTECS编号: UP7350000
• 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
• 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
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (T); 95+%; 98%
• 级别: purum
• 燃烧残渣: ≤0.5%
• 生物来源: Occurs in numerous plants e.g. Veratrum album, Chelidonium majus . Detected chromatographically in 688 out of 1143 investigated plants (Ramstad)
• 应用领域: Antianaphylactic
• 品质说明: anhydrous
• Empirical Formula (Hill Notation): C7H4O6

详细说明

Sigma Aldrich - 382272

包装
5, 25 g in glass bottle

参考文献

• Sadtler Standard C-13 NMR Spectra, 11425, (cmr)
• Sadtler Standard Proton NMR Spectra, 47967, (pmr)
• Org. Synth., Coll. Vol., 2, 1943, 126, (synth)
• Ramstad, E., Pharm. Acta Helv., 1953, 28, 45, (occur)
• Bohm, B.A., Arch. Biochem. Biophys., 1966, 115, 181, (biosynth)
• Garkusha, G.A. et al., Zh. Org. Khim., 1967, 3, 1699
• Bough, W.A. et al., Phytochemistry, 1972, 11, 209, (isol, struct)
• Gagan, J.M.F. et al., Educ. Chem., 1976, 13, 140, (synth, isol)
• El-Kerdawy, M.M. et al., Indian J. Chem., Sect. B, 1979, 18, 168, (diamide)
• Ashok, D. et al., Indian J. Chem., Sect. B, 1988, 27, 862, (isol)
• Horvath, G. et al., Synth. Commun., 1999, 29, 3719-3731, (synth)
• Shen, Z.-W. et al., Phytochemistry, 2001, 57, 33-42, (biosynth)