4-Hydroxyphenylacetic acid

4-Hydroxyphenylacetic acid
Chemical structure of 4-hydroxyphenylacetic acid
Names
IUPAC name
2-(4-Hydroxyphenyl)acetic acid
Other names
p-Hydroxyphenylacetic acid
Identifiers
156-38-7 YesY
3D model (Jmol) Interactive image
1448766
ChEBI CHEBI:18101 YesY
ChEMBL ChEMBL1772 YesY
ChemSpider 124 YesY
ECHA InfoCard 100.005.321
EC Number 205-851-3
PubChem 127
Properties
C8H8O3
Molar mass 152.15 g·mol−1
Appearance Beige powder
Melting point 150 °C (302 °F; 423 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

4-Hydroxyphenylacetic acid is a chemical compound found in olive oil[1] and beer.[2] In industry the chemical is an intermediate used to synthesize atenolol[3] and 3,4-dihydroxyphenylacetic acid.[4]

Synthesis

4-Hydroxyphenylacetic acid is obtained by reducing 4-hydroxymandelic acid with elemental phosphorus and iodine.[3]

References

  1. ↑ Papadopoulos, George; Boskou, Dimitrios (1991). "Antioxidant effect of natural phenols on olive oil". Journal of the American Oil Chemists Society. 68 (9): 669. doi:10.1007/BF02662292.
  2. ↑ Determination of free and bound phenolic acids in beer. M. Nardini and A. Ghiselli, Food Chemistry, January 2004, Volume 84, Issue 1, Pages 137–143, doi:10.1016/S0308-8146(03)00257-7
  3. 1 2 Mattioda, Georges; Christidis, Yani (2000). "Glyoxylic Acid". Ullmann's Encyclopedia of Industrial Chemistry: pg. 2. doi:10.1002/14356007.a12_495. Retrieved 27 December 2013.
  4. ↑ Sutton, Peter; Whittall, John (2012). Practical Methods for Biocatalysis and Biotransformations 2. Chichester, West Sussex: John Wiley & Sons, Ltd. pp. 150–153. ISBN 9781119991397.


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