Phthalimide

1,2- Benzoldicarboximid

White crystalline powder or flakes

Fixed

1.21 g · cm -3 ( 20 ° C)

234-238 ° C

310 ° C.

8.3

• Very poor in water ( 0.6 g · l-1 at 20 ° C ), benzene and petroleum ether, bad in ethanol
• Soluble in alkaline solutions and glacial acetic acid

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Phthalimide is a chemical compound with molecular formula C8H5NO2. White crystalline compound, the imide of phthalic acid.

Production and representation

The phthalimide is synthesized by reacting phthalic anhydride with ammonia.

Properties

Phthalimide is under normal conditions, an air sensitive solid which can oxidize under the action of light. By the electron-withdrawing (-M) effect of the two carbonyl groups, phthalimide has a pronounced acidity NH.

Use of and reactions

The imide acid reaction (pKa = 8.3 ) and is easy to implement with alcoholic potassium hydroxide to potassium phthalimide.

Potassium phthalimide is a reagent for the synthesis of primary amines according to the principle of the Gabriel Synthesis. In addition, phthalimide in plant protection products required (eg folpet ), dyes and as a source of anthranilic acid.