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1、PhthalimideIUPAC namehideIsoindole-1,3-dioneOther nameshidePhthalimide Phthalimidoyl (deprotonated)IdentifiersCAS number85-41-6YPubChem6809ChemSpider6550YSMILESshowO=C2c1ccccc1C(=O)N2InChIshowInChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)YKey: XKJCHHZQLQNZHY-UHFFFAOYSA-NY InChI=1/C8
2、H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)Key: XKJCHHZQLQNZHY-UHFFFAOYASPropertiesMolecular formulaC8H5O2N1Molar mass147.13 g/molAppearancewhite solidMelting point238C, 511K, 460FBoiling point336C (sublimes)Solubility in water0.1 g/100 ml (19.5 C)Acidity (pKa)8.3Basicity (pKb)5.7Related co
3、mpoundsRelated AmidesMaleimideRelated compoundsPhthalic anhydrideY(what is this?)(verify)Except where noted otherwise, data are given for materials in their standard state (at 25C, 100kPa)Infobox referencesPhthalimide is an imide, which is a chemical compound with two carbonyl groups bound to a prim
4、ary 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 heating phthalic anhydride with aqueous ammonia giving 95-97% yield. Alternatively, it may be prepared by fusi
5、ng 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 and sodium due to its high acidity caused by the electrophilic carbonyl groups attached to the nitrogen atom,
6、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 of primary amines, and the Gabriel synthesis of glycine has yields as high as 85%.edit Natural occurrenceKlad
7、noite 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 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
