Phthalimide


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phthalimide

[′thal·ə‚mīd]
(organic chemistry)
C8H5NO2 The product made by heating phthalic anhydride with ammonia; used in Gabriel's synthesis of primary amines, amino acids, and anthranilic acid (o-aminobenzoic acid).

Phthalimide

 

a colorless crystalline substance, with limited solubility in water and alcohol and a boiling point of 238°C. Exhibiting the properties of a weak acid, phthalimide interacts with alkaline solutions, for example, to form metallic derivatives, such as C8H4O2NK, which are used for the synthesis of primary amines

and α-amino acids (Gabriel’s reaction) in the production of anthranilic acid. N-halogen-substituted phthalimides, obtained by the interaction of phthalimide with chlorine and bromine, for example, C8H4O2NBr, are used in laboratory practice for the halogenation of organic compounds. Phthalimide is prepared from phthalic anhydride and the carbonate of ammonium or ammonia.

References in periodicals archive ?
Cavitt, TB, Photoinitiation of Free-Radical Polymerization by Aryl Disulfide, Cyclic Anhydride, and Phthalimide Derrivatives: ProQuest Information and Learning Company, Ann Arbor, MI (2002)
Kolahdoozan, Room Temperature Ionic Liquids as Replacements for Organic Solvents: Direct Preparation of Wholly Aromatic Polyamides Containing Phthalimide and S-Valine Moieties, Polym.
The synthetic potential of the reaction is diminished by the incorporation of the phthalimide nitrogen into the product.
In the past decade the interest of transition metal complexes is shifted from using inorganic anions to organic anions and large number of complexes of organic anions such as phthalimide, succinimide, oxalate, formate, benzoate and phthalate with first transition metals series have been reported [1,2].
Known methods of rendering polyesters fire safe include the addition of flame retardants such as: decabro-modiphenyl ether, tetrabromobisphenol A, brominated phthalimide [8-16]; inorganic metal hydroxide [17-18]; phosphorous compounds [19-24] phenolic resins [25-29]; and so on.
Photoinitiation of Acrylates via Sensitized Phthalimide Derivatives, Photoinitiated Polymerization, Vol.
Some common fungicides used in these products that can provide decay and mildew resistance to wood include 3-iodo-2-propynyl butyl carbamate, zinc naphthenate, copper naphthenate, bis (tributyltin) oxide (TBTO), N-trichloromethylthio phthalimide, and copper-8-hydroxyquinolate.
Metal complexes of succinimide and phthalimide are of interest due to their unique structural features and potential pharmacological applications [10-11].
An example is the synthesis of pyrrollo-[1,4]-benzodiazepines that has an axial chiral triplet 1,7-biradical intermediate based on the rotational barrier between anthranilic acid and phthalimide and yields only one diastereomeric isomer in the cyclization reaction.
The following seven pesticides were detected in 48-83% of plasma samples (range, 1-270 pg/g): the organophosphates chlorpyrifos and diazinon, the carbamates bendiocarb and 2-isopropoxyphenol (metabolite of propoxur), and the fungicides dicloran, phthalimide (metabolite of folpet and captan), and tetrahydrophthalimide (metabolite of captan and captafol).
Takekoshi and Terry (15) synthesized two model PET compounds: 1) N-(3-phenylethynyl) phthalimide (N3) and 2) N-phenyl[4-(phenylethynyl)phthalimide] (N4); each containing a single acetylenic group.