칼륨염인 프탈이미드칼륨은 할로겐화알킬을 작용시키면 N-알킬유도체가 되는데, 그 가수분해에 의해 알킬아민과 프탈산이 되므로 아민의 합성시약으로서 흔히 사용된다.
화학적 성질
white to slightly yellowish crystalline flakes
용도
Phthalimide is a reagent used to transform allyl- and alkyl halides into protected primary amines. Phthalimide analogues have been extensively used in medicinal chemistry owing to their wide spectrum
of applications as anti-convulsant, anti-inflammatory, analgesic, hypolipidimic and immunomodulatory activities.
정의
ChEBI: A dicarboximide that is 2,3-dihydro-1H-isoindole substituted by oxo groups at positions 1 and 3.
일반 설명
White to light tan powder. Slightly acidic.
공기와 물의 반응
Insoluble in water.
반응 프로필
O-Phthalimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). O-Phthalimide forms salts with bases.
건강위험
ACUTE/CHRONIC HAZARDS: When heated to decomposition O-Phthalimide emits toxic fumes of nitrogen oxides.
화재위험
Literature sources indicate that O-Phthalimide is combustible.
Safety Profile
Moderately toxic by
intraperitoneal route. Mildly toxic by
ingestion. An experimental teratogen. Other
experimental reproductive effects. When
heated to decomposition it emits toxic
fumes of NOx.
Purification Methods
Crystallise the imide from EtOH (20mL/g) (charcoal), or sublime it. For potassium phthalimide see entry in “Metal-organic Compounds”, Chapter 5. [Beilstein 21/10 V 270.]
