What is structure of phthalimide?

Last Update: April 20, 2022

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Asked by: Mrs. Meggie Lynch III
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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.

How is Phthalimide prepared?

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.

Which functional group is present in Phthalimide?

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.

What is imide group?

In organic chemistry, an imide is a functional group consisting of two acyl groups bound to nitrogen. The compounds are structurally related to acid anhydrides, although imides are more resistant to hydrolysis.

Is phthalic acid a dicarboxylic acid?

Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. It is an isomer of isophthalic acid and terephthalic acid.

How to make Phthalimide

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What is the meaning 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.

What is anthranilic acid used for?

Industrially, anthranilic acid is an intermediate in the production of azo dyes and saccharin. It and its esters are used in preparing perfumes to mimic jasmine and orange, pharmaceuticals (loop diuretics, such as furosemide) and UV-absorber as well as corrosion inhibitors for metals and mold inhibitors in soy sauce.

Why is phthalimide used in Gabriel synthesis?

The Gabriel Synthesis Uses A “Protected” Amine (Phthalimide) In An SN2 Reaction That Does Not Undergo Over-Alkylation. ... In phthalimide, a nitrogen is flanked by two carbonyl groups. This means that the N-H is a lot more acidic than it normally would be, because the resulting anion will be resonance stabilized.

Is benzamide soluble in water?

Benzamide is a white solid with the chemical formula of C6H5C(O)NH2. It is the simplest amide derivative of benzoic acid. It is slightly soluble in water, and soluble in many organic solvents.

What is the pronunciation of Phthalimide?

Phthalimide Pronunciation. Phthal·im·ide.

Which drug is anthranilic acid derivative?

The NSAID mefenamic acid is an anthranilic acid derivative. It has been argued for more than a decade that, since there is a wide range of effective and less toxic drugs, there is no reason for continuing to prescribe mefenamic acid and related drugs [1].

Which function group is present in anthranilic acid?

Anthranilic acid is an aromatic acid with the formula C6H4(NH2)(CO2H) and has a sweetish taste. The molecule consists of a benzene ring, ortho-substituted with a carboxylic acid and an amine. As a result of containing both acidic and basic functional groups, the compound is amphoteric.

What is Gabriel phthalimide reaction?

The Gabriel synthesis is a chemical reaction that transforms primary alkyl halides into primary amines. Traditionally, the reaction uses potassium phthalimide. The reaction is named after the German chemist Siegmund Gabriel. ... The alkylation of ammonia is often an unselective and inefficient route to amines.

Is phthalic anhydride an organic compound?

Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. It is the anhydride of phthalic acid.

Where is phthalic acid used?

Phthalates (esters of phthalic acid) are a group of chemicals with a wide variety of industrial applications. Regarding cosmetics, they are used as plasticizers in products such as nail polishes and hair sprays, and as solvents and perfume fixatives in many other products.

Is phthalic acid harmful?

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes, and respiratory passages. In high concentrations, it can cause narcosis. PHTHALIC ACID is a carboxylic acid. This chemical is sensitive to exposure to extreme heat.

Is phthalic acid a fatty acid or not?

Description: Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(COOH)2. ... Phthalic acid is a benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions. ... It is a conjugate acid of a phthalate(1-) and a phthalate.