Neha Patil (Editor)

4 Anisaldehyde

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Formula  C8H8O2
Molar mass  136.15 g/mol
Melting point  0 °C
Density  1.12 g/cm³
Boiling point  248 °C
4-Anisaldehyde 4methoxybenzaldehyde Critically Evaluated Thermophysical

4-Anisaldehyde (also: p-anisaldehyde, anisic aldehyde, anise aldehyde) is an organic compound that is commonly encountered in fragrances, both synthetic and natural. The compound consists of a benzene ring with an aldehyde and a methoxy group. It is a clear liquid with a strong aroma. Two related isomers, ortho-anisaldehyde and meta-anisaldehyde, are also known but less commonly encountered. It provides sweet, floral and strong aniseed odor.

Contents

Production

4-Anisaldehyde wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Anisaldehyde is prepared commercially by oxidation of methoxytoluene (p-cresyl methyl ether) using manganese dioxide. It can also be produced by oxidation of anethole, a related fragrance that is found in some alcoholic beverages.

Uses

4-Anisaldehyde File4anisaldehydesvg Wikimedia Commons

Being structurally related to vanillin, anisaldehyde is a widely used in the fragrance and flavor industry. Anisaldehyde is used as an intermediate in the synthesis of other compounds important in pharmaceuticals and perfumery. ortho-Anisaldehyde has a scent of licorice.

4-Anisaldehyde 4Methoxybenzaldehyde C8H8O2 ChemSpider

A solution of para-anisaldehyde in acid and ethanol is a useful stain in thin layer chromatography. Different chemical compounds on the plate can give different colors, allowing easy distinction.

Drugs

Drugs made from 4-Anisaldehyde include:

  1. PMA & PMMA
  2. Dasantafil
  3. Tomoxiprole
  4. Benzestrol
  5. Meobentine (via p-methoxybenzylamine made via reduction of the oxime).
4-Anisaldehyde panisaldehyde Synthesis

References

4-Anisaldehyde Wikipedia


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