2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase编号: 103477
• 分子式: C8H5NO2
• 平均质量: 147.1308
• 单一同位素质量: 147.03202841
• SMILES: O=C1NC(=O)c2c1cccc2
• Canonical SMILES: O=C1NC(=O)c2c1cccc2
• InChI: InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)
• InChIKey: XKJCHHZQLQNZHY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC传统名: phthalimide
• 别名: 邻苯二甲酰亚胺; 酞酰亚胺; 苯邻二甲酰亚胺; Phthalimide; Phthalimidoyl (deprotonated); Phthalimide; Benzene-1,2-dicarboxylic acid imide; Isoindole-1,3-dione; 1,3-Dihydro-1,3-dioxoisoindole; PHTHALIMIDE

登记号

• CAS号: 85-41-6
• EC号: 201-603-3
• MDL号: MFCD00005881
• Beilstein号: 118522
• 默克索引号: 147373
• PubChem SID: 24862742; 162103298; 24854410
• PubChem CID: 6809
• CHEBI ID: 38817
• CHEMBL: 277294
• Chemspider ID: 6550
• 维基百科标题: Phthalimide

理论计算性质

• Acid pKa: 8.402129
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.69284976
• LogD (pH = 7.4): 0.6526804
• Log P: 0.69342303
• 摩尔折射率: 39.3148 cm^3
• 极化性: 14.162762 Å^3
• 极化表面积: 46.17 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: <0.1 g/100 ml (19.5 °C) in water; Slightly soluble in water. Soluble in aqueous alkali hydroxides
• 外观: White solid
• 熔点: 232-235 °C(lit.); 232-236 °C; 232-236°C; 238°C
• 沸点: 336°C (sublimes); 366°C
• 闪点: 150 °C; 165°C(329°F); 302 °F
• 密度: 1.21
• pKa: 8.3
• pKb: 5.7

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: TI3920000
• 德国WGK号: 1
• TSCA收录: 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98%; ≥99%; ≥99.0% (T); 98%; 99%
• 级别: PESTANAL®, analytical standard; puriss.
• 杂质: ≤0.05% ash
• Empirical Formula (Hill Notation): C8H5NO2

详细说明

MP Biomedicals - 02151878

Free Base
Purity: 98+%

Sigma Aldrich - 240230

包装
1 kg in poly bottle
50, 250 g in poly bottle

Sigma Aldrich - 36734

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

参考文献

• For use in the Gabriel synthesis of primary amines, see: Potassium phthalimide, A11134. For an example of N-alkylation in the presence of K₂CO₃, see: Org. Synth. Coll., 2, 83 (1943). The N-alkylation by alkyl halides can be effected using KF, RbF or CsF as base; NaF and LiF are ineffective: J. Am. Chem. Soc., 99, 498 (1977).
• The direct conversion of alcohols to N-alkylphthalimides and hence to amines can be effected in the presence of the Mitsunobu reagent: Org. Synth. Coll., 7, 501 (1990):