acetate ester

• an acetate ester is a type of organic compound formed by the reaction of acetic acid (ethanoic acid) with an alcohol, resulting in the elimination of water and formation of an ester bond. acetate esters are widely distributed in nature and industry, known for their pleasant fruity aromas, lipid solubility, and roles as solvents, flavorings, bioactive molecules, and metabolic intermediates.

• chemical and physical properties

  • general formula: R–O–COCH₃ (where R is an alkyl or aryl group)
  • functional group: ester (-COO-) derived from acetic acid
  • molecular weight: varies depending on R group
  • solubility: most are insoluble in water, but soluble in organic solvents (ethanol, ether, chloroform)
  • boiling points: generally lower than their corresponding alcohols or acids

• examples of acetate esters

  • ethyl acetate (C₄H₈O₂) – solvent used in glues, paints, and nail polish remover
  • isoamyl acetate – banana-like aroma, used in flavoring and perfumery
  • phytol acetate – bioactive lipid ester found in some plant extracts
  • geranyl acetate – floral fragrance in essential oils
  • cholesteryl acetate – lipid storage form of cholesterol in the body

• biological and industrial significance

  • many are found naturally in fruits, flowers, and plants, contributing to aroma and signaling functions
  • in metabolism, acetate esters can serve as storage or transport forms of alcohols or acids
  • in pharmaceuticals, some esters act as prodrugs, improving drug solubility or bioavailability
  • industrial uses include:

    • solvents

    • plasticizers

    • fragrances ingredients

    • intermediates in organic synthesis

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• antibacterial and antimicrobial activity

  • some acetate esters derived from phenols, terpenes, or fatty alcohols have been shown to exhibit antimicrobial properties
  • mechanism may involve membrane disruption or enzyme inhibition
  • research highlights:

    • natural acetate esters from plants and microbes

    • antimicrobial screening of terpene acetate esters

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• research links

• acetate ester synthesis and reactivity
• acetate esters in natural products
• acetate esters and antimicrobial properties