2-Hydroxyphenylacetic acid

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2-Hydroxyphenylacetic acid is an organic compound with the chemical formula C8H8O3. It is a type of phenolic acid and is structurally related to phenylacetic acid, with a hydroxyl group attached to the benzene ring. This compound is of interest in various fields, including biochemistry, pharmacology, and organic chemistry.

Structure and Properties[edit | edit source]

2-Hydroxyphenylacetic acid consists of a benzene ring with a hydroxyl group (-OH) and a carboxylic acid group (-COOH) attached to it. The presence of the hydroxyl group classifies it as a phenolic compound, which contributes to its acidic properties and reactivity.

  • Molecular formula: C8H8O3
  • Molar mass: 152.15 g/mol
  • Appearance: White crystalline solid
  • Solubility: Soluble in water, alcohol, and ether

Synthesis[edit | edit source]

2-Hydroxyphenylacetic acid can be synthesized through several methods, including the hydroxylation of phenylacetic acid or via the Kolbe-Schmitt reaction, which involves the carboxylation of phenol under high pressure and temperature in the presence of a base.

Biological Significance[edit | edit source]

In biological systems, 2-Hydroxyphenylacetic acid is a metabolite of certain amino acids and is involved in various metabolic pathways. It can be found in the urine of mammals as a result of the metabolism of tyrosine and phenylalanine.

Applications[edit | edit source]

2-Hydroxyphenylacetic acid is used in the synthesis of pharmaceuticals and as an intermediate in organic synthesis. Its derivatives are studied for their potential antioxidant and anti-inflammatory properties.

Safety and Handling[edit | edit source]

As with many chemical compounds, proper safety measures should be taken when handling 2-Hydroxyphenylacetic acid. It should be stored in a cool, dry place and handled with appropriate personal protective equipment to avoid ingestion, inhalation, or skin contact.

Also see[edit | edit source]





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