1、PhthalimideIUPAC namehideIsoindole-1,3-dioneOther nameshidePhthalimide Phthalimidoyl (deprotonated)IdentifiersCAS number 85-41-6 PubChem 6809ChemSpider 6550 SMILESshowInChIshowPropertiesMolecular formula C8H5O2N1Molar mass 147.13 g/molAppearance white solidMelting point 238 C, 511 K, 460 FBoiling po
2、int 336C (sublimes)Solubility in water 0.1 g/100 ml (19.5 C)Acidity (pKa) 8.3Basicity (pKb) 5.7Related compoundsRelated Amides MaleimideRelated compounds Phthalic anhydride(what is this?) (verify)Except where noted otherwise, data are given for materials in their standard state (at 25 C, 100 kPa)Inf
3、obox referencesPhthalimide is an imide, which is a chemical compound with two carbonyl groups bound to a primary amine or ammonia. It is a white solid at room temperature.Contentshide 1 Preparation 2 Uses 3 Reactivity 4 Natural occurrence 5 References edit PreparationPhthalimide can be prepared by h
4、eating phthalic anhydride with aqueous ammonia giving 95-97% yield. Alternatively, it may be prepared by fusing the anhydride with ammonium carbonate.edit UsesPhthalimide is used in plastics, in chemical synthesis, and in research.edit ReactivityIt forms salts with various metals such as potassium a
5、nd sodium due to its high acidity caused by the electrophilic carbonyl groups attached to the nitrogen atom, and can be made by reacting phthalimide with metal carbonates. Potassium phthalimide, made by reacting phthalimide with potassium carbonate in water at 100C, is used in the Gabriel synthesis
6、of primary amines, and the Gabriel synthesis of glycine has yields as high as 85%.edit Natural occurrenceKladnoite is a natural (mineral) analogue of phthalimide. It is very rarely found among few burning coal fire sites.edit ReferencesThis articles citation style may be unclear. The references used
7、 may be made clearer with a different or consistent style of citation, footnoting, or external linking. (September 2007) Information sheet Organic Chemistry: Structure and Function, Fourth Edition, Copyright 2003 Organic Chemistry, Volume 1, Sixth Edition, I L Finar Retrieved from “http:/en.wikipedia.org/wiki/Phthalimide“
