苯邻二甲酰亚胺钾

• 产品号: A11134
• CAS号: 1074-82-4
• 分子式: C8H4KNO2
• 分子量: 185.22116
• 纯 度: 98+%

产品别名

• 标题: Potassium phthalimide
• IUPAC标准名: potassium 1,3-dioxo-2,3-dihydro-1H-isoindol-2-ide
• IUPAC传统名: potassium 1,3-dioxo-2H-isoindol-2-ide
• 别名: Phthalimide potassium salt

产品登记号

• EC号: 214-046-6
• Beilstein号: 3598719
• CAS号: 1074-82-4
• MDL号: MFCD00005887

产品性质

• 纯度: 98+%
• 密度: 1.63
• 熔点: >300°C
• GHS危险声明: H315-H319-H335
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是

参考文献

• For an example of the classical Gabriel synthesis of primary amines from an alkyl halide by alkylation of potassium phthalimide followed by hydrolysis, see: Org. Synth. Coll., 2, 25 (1943). For use of the Gabriel reaction on Merrifield resin as the first step of a synthesis of a polymer-supported carbodiimide, see: Org. Synth. Coll., 6, 951 (1988). The phthalimide alkylation is often carried out in DMF. A liquid-liquid phase-transfer method using (n-Hexadecyl)tri-n-butylphosphonium bromide, L01335, as catalyst also gives excellent results: Synthesis, 389 (1976).
• The standard method for cleavage of the N-substituted phthalimide is with hydrazine hydrate, effective under milder conditions than acid or base hydrolysis. Other hydrazines and primary amines have also been successful, e.g. methylhydrazine or N,N-dimethylpropanediamine: Org. Synth. Coll., 9, 13, 16 (1998). Another technique involves borohydride reduction to the hydroxy amide, and liberation of the amine with acetic acid, with cyclization to phthalide: Tetrahedron Lett., 25, 2093 (1984). For suggested improvements to the cleavage conditions in the Gabriel synthesis, see: J. Org. Chem., 61, 8063 (1996). Review of the Gabriel reaction: Angew. Chem. Int. Ed., 7, 919 (1968).
• For an alternative approach to the formation of primary amines, see Dibenzylamine, A11554.