Phenylacetic Acid
Phenylacetic Acid
Phenylacetic Acid

Phenylacetic Acid

Phenylacetic acid is an important organic synthesis intermediate.

I. Basic Information

Chemical Formula: C8H8O2
Molecular Weight: 136.15
CAS Registry Number: 103-82-2
Appearance: White crystalline powder with a characteristic odor
Melting Point: 76.5°C~77.5°C
Boiling Point: 265.5°C
Solubility: Slightly soluble in water, soluble in ethanol, ether, ammonia water, etc.

II. Chemical Properties

  • Phenylacetic acid exhibits typical reactivity of carboxyl groups, methylene hydrogens, and benzene ring substitution reactions, being chemically quite active.
  • It can undergo reactions at the carboxyl group to form salts, esters, amides, etc., and can also undergo nitration, halogenation, sulfonation, decarboxylation, oxidation, reduction, and other reactions on the benzene ring or methylene hydrogens.

III. Usage

  1. Pharmaceutical Field:

    • Phenylacetic acid is an important intermediate in the pharmaceutical industry, used in the production of penicillin, dibazoline, and other drugs.
    • It is also used in the preparation of sedative and antidepressant drugs such as amitriptyline and antiepileptic drugs such as phenobarbital.
    • The amphetamine synthesized from phenylacetic acid is used to treat pediatric brain dysfunction, and the phenylacetic acid ester possesses anesthetic and anti-inflammatory analgesic effects.
  2. Pesticide Field:

    • Phenylacetic acid, after chlorination and esterification, yields ethyl α-chlorophenylacetate, which is used in the production of phenthoate and ethyl phenthoate, broad-spectrum organophosphorus insecticides.
    • Phenylacetic acid itself is also a plant growth stimulant pesticide and can be used to synthesize high-efficiency, low-toxicity organophosphorus pesticide intermediates, such as the fungicide benalaxyl and the herbicide trichlorophenylacetic acid.
  3. Flavor and Fragrance Field:

    • Phenylacetic acid has a sweet honey-like odor at low concentrations and retains a sweet taste even below 1 ppm, making it an important flavor component.
    • It is used in food additives, cleaning agents, detergents, cosmetics, tobacco, beverages, etc.
  4. Other Fields:

    • Phenylacetic acid can also be used to synthesize high-performance curing agents, fluorescent brighteners, liquid crystal materials, etc.

More Information

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