- Product Name:
- Potassium phthalylimide
- LABOTEST-BB LTBB000782
- PHTHALIMIDE / 2,5-ISOINDOLEDIONE
- Product Categories:
- Thiazines ,Thiophenes ,Thiazoles
- API intermediates
- Mol File:
Phthalimide Chemical Properties
- Melting point:
- 232-235 °C(lit.)
- Boiling point:
- 366 °C
- refractive index
- 1.4700 (estimate)
- Flash point:
- 165 °C
- storage temp.
- Store below +30°C.
- water: slightly soluble(lit.)
- 8.3(at 25℃)
- Crystalline Flakes
- White to slightly yellow
- 3.8 (0.6g/l, H2O)
- Water Solubility
- <0.1 g/100 mL at 19.5 ºC
- 366 ºC
- CAS DataBase Reference
- 85-41-6(CAS DataBase Reference)
- NIST Chemistry Reference
- EPA Substance Registry System
- Phthalimide (85-41-6)
Phthalimide Usage And Synthesis
white to slightly yellowish crystalline flakes
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.
Phthalimide, C6H4(CO)2NH, is an imide of commercial and industrial importance, forming a number of interesting derivatives. With alcoholic potash, phthalimide forms a potassium derivative, C6H4 (CO)2 NK, which, when reacted with ethyl iodide (or other alkyl halides), yields ethylphthalimide, C6H4(CO)2 N C2H5. The latter product, when hydrolyzed with an acid or alkali, further yields ethylamine [CAS: 75-04-7] C2H7N. Such reaction chains are useful in the preparation of certain primary amines and their derivatives.
ChEBI: A dicarboximide that is 2,3-dihydro-1H-isoindole substituted by oxo groups at positions 1 and 3.
Journal of the American Chemical Society, 111, p. 3725, 1989 DOI: 10.1021/ja00192a034
The Journal of Organic Chemistry, 45, p. 363, 1980 DOI: 10.1021/jo01290a038
Tetrahedron Letters, 34, p. 6907, 1993 DOI: 10.1016/S0040-4039(00)91827-6
White to light tan powder. Slightly acidic.
Air & Water Reactions
Insoluble in water.
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.
ACUTE/CHRONIC HAZARDS: When heated to decomposition O-Phthalimide emits toxic fumes of nitrogen oxides.
Literature sources indicate that O-Phthalimide is combustible.
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.
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.]
Phthalimide Preparation Products And Raw materials
- 029-88665278- ;29-88665278-
- 010-82848833- ;010-82848833-
- 400-610-6006; 021-67582000
- DIETHYL 2-PHTHALIMIDOMALONATE-2-13C
- N-PHTHALOYL-DL-GLUTAMIC ANHYDRIDE
- PYROMELLITIC DIIMIDE
- Phthalic acid
- Dibutyl phthalate
- Potassium phthalimide
- N,N'-1,3-Phenylene bismaleimide
- Phthalic anhydride