What is phthalimide soluble in?
Solubility in water: 0.4-0.6g/L (20°C). Other solubilities: 5 g/100g boiling alcohol, freely soluble in aqueous alkali hydroxides, soluble in boiling acetic acid, acetone, hot ether, and dimethyl sulfoxide, almost insoluble in benzene, petroleum ether. InChI Key. XKJCHHZQLQNZHY-UHFFFAOYSA-N. SMILES.
Is phthalimide water soluble?
Phthalimide is the organic compound with the formula C6H4(CO)2NH….Phthalimide.
| Names | |
|---|---|
| Appearance | White solid |
| Melting point | 238 °C (460 °F; 511 K) |
| Boiling point | 336 °C (637 °F; 609 K) sublimes |
| Solubility in water | <0.1 g/100 ml (19.5 °C) |
How do you make potassium phthalimide?
The potassium phthalimide is prepared by dissolving 10 g of the powdered phthalimide in 30 g of ethylalcohol, and adding 7 g of potassium hydroxide in 40 ml of ethyl alcohol and cooling. After washing with ethyl alcohol potassium phthalimide is dried over sulfuric acid in a desiccator or in vacuum.
Which solvent is used for recrystallization of phthalimide?
3.1. Materials and apparatus
| Chemicals | Molar mass/g mol−1 | Purification method |
|---|---|---|
| Phthalimide | 147.13 | Recrystallization |
| Methanol | 32.04 | – |
| Acetone | 58.08 | – |
| Acetonitrile | 41.05 | – |
What is phthalimide used for?
Phthalimide is used as a precursor to anthranilic acid, an azo dyes precursor and saccharin. Alkyl phthalimides are useful precursors to amines in chemical synthesis, particularly in peptide synthesis where they are used to “block both hydrogens and prevent substrates from being racemised.”
Is phthalimide a good Nucleophile?
The phthalimide anion is a good nucleophile. When treated with various halogen containing compounds, it is alkylated in a manner quite similar to that observed in the alkylation of ammonia and of amines even though phthalimide is by no means an amine.
What is the mechanism of phthalimide preparation?
When potassium hydroxide is introduced to the phthalimide, an acid-base reaction ensues. The hydroxide ion deprotonates the imide. The resulting proton is more acidic than any simple amine (the two adjacent carbonyl-like groups offer resonance stabilization), generating a strong nucleophile – the imide ion.
What is limitation of Gabriel phthalimide synthesis?
Limitations of Gabriel Phthalimide Synthesis The Gabriel Phthalimide Synthesis reaction can only be used for the formation of primary alkyl amine. It cannot be used to form secondary or tertiary amine. Gabriel Phthalimide Synthesis reaction cannot be used for the formation of aryl amine.
What is Hoffman Ammonolysis?
Solution : Hoffmann ammonolysis reaction: In this, haloalkanes are heated with alcoholic solution of ammonia at 373 K. The mixture of products of amines are formed. <
How is phthalimide converted to phthalic acid?
Phthalimide may be prepared by heating phthalic anhydride with aqueous ammonia. Alternatively Phthalimide may be prepared by fusing the anhydride with ammonium carbonate. It is weakly acidic with ethanolic potassium hydroxide it forms potassium Phthalimide.
What is the action of alcoholic KOH on phthalimide?
Gabriel phthalimide synthesis: Phthalimide reacts with ethanolic KOH to give potassium salt of phthalimide. It is then heated with alkyl halide to give N-alkyl phthalimide. On alkaline hydrolysis, a primary amine is obtained.
How is phthalimide made?
How is Phthalimide formed? Phthalimide can be prepared by heating alcoholic ammonia with phthalic anhydride, which yields 95–97 per cent. Alternatively, it can be prepared by taking ammonium carbonate or urea to treat the anhydride. It may also be caused by o-xylene ammoxidation.
What is the chemical name of phthalimide?
Phthalimide is the organic compound with the formula C6H4(CO)2NH. It is the imide derivative of phthalic anhydride. It is a sublimable white solid that is slightly soluble in water but more so upon addition of base. It is used as a precursor to other organic compounds as a masked source of ammonia.
Why is phthalimide acidic?
Phthalimide has a nitrogen atom flanked by two carbonyl groups. Such an arrangement of carbonyl groups about the nitrogen atom causes the compounds involved to be slightly acidic.
Is phthalimide aromatic?
Introduction to Phthalimide – C₆H₄(CO₂)NH. Is this page helpful? It is an organic aromatic compound with the chemical formula C6H4(CO2)NH. It has a heteroatom Nitrogen present in it.
Is phthalimide a good nucleophile?
What is Phthalimide used for?
What is the meaning of Phthalimide?
Definition of phthalimide : a crystalline weakly acidic cyclic compound C6H4(CO)2NH made usually by action of ammonia on phthalic anhydride and used chiefly in the synthesis of amines and amino acids, anthranilic acid, and formerly of indigo.