4-Hydroxyphenylacetic acid: Difference between revisions

| verifiedrevid = 456503066

| PIN = (4-Hydroxyphenyl)acetic acid

| OtherNames = ''p''-Hydroxyphenylacetic acid

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 3J9SHG0RCN

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C00642

| EINECS = 205-851-3

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| Beilstein = 1448766

| Appearance = Beige powder

| MeltingPtC = 150

| BoilingPt =

| Section3 = {{Chembox Hazards

| ExternalSDS = [http://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do?country=US&language=en&productNumber=H50004&brand=ALDRICH&PageToGoToURL=http%3A%2F%2Fwww.sigmaaldrich.com%2Fcatalog%2Fproduct%2Faldrich%2Fh50004%3Flang%3Den MSDS at Sigma Aldrich]

}}

'''4-Hydroxyphenylacetic acid''' is a [[chemical compound]] found in [[olive oil]]<ref>{{cite journal | last1 = Papadopoulos | first1 = George | last2 = Boskou | first2 = Dimitrios | title = Antioxidant effect of natural phenols on olive oil | journal = Journal of the American Oil Chemists' Society | volume = 68 | pages = 669 | year = 1991 | doi = 10.1007/BF02662292 | issue = 9| s2cid = 85234954 }}</ref> and beer.<ref>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}}</ref>

== Synthesis ==

4-Hydroxyphenylacetic acid is obtained by reducing [[4-Hydroxymandelic acid|4-hydroxymandelic acid]] with elemental [[phosphorus]] and [[iodine]].<ref name = Gly/>

===Uses===

In industry, 4-hydroxyphenylacetic acid is an [[Precursor (chemistry)|intermediate]] used to synthesize [[atenolol]],<ref name = Gly>{{cite book|author1=Mattioda, Georges |author2=Christidis, Yani|title=Glyoxylic Acid|journal=Ullmann's Encyclopedia of Industrial Chemistry|year=2000|page=2|doi=10.1002/14356007.a12_495|isbn=978-3527306732}}</ref> [[3,4-Dihydroxyphenylacetic acid|3,4-dihydroxyphenylacetic acid]],<ref>{{cite book|author1=Sutton, Peter |author2=Whittall, John |title=Practical Methods for Biocatalysis and Biotransformations 2|date=2012|publisher=John Wiley & Sons, Ltd.|location=Chichester, West Sussex|isbn=9781119991397|pages=150–153|url=https://books.google.com/books?id=WlODZ-WX8vIC&q=9781119991397}}</ref> and [[coclaurine]].

== References ==

[[Category:Hydroxy acids]]