4-Hydroxyphenylacetic acid

Chemical compound From Wikipedia, the free encyclopedia

4-Hydroxyphenylacetic acid is an organic compound with the formula HOC6H4CH2CO2H. It is a colorless or white solid but commercial samples can appear beige. It is found in olive oil[1] and beer.[2]

Quick facts Names, Identifiers ...
4-Hydroxyphenylacetic acid
Chemical structure of 4-hydroxyphenylacetic acid
Chemical structure of 4-hydroxyphenylacetic acid
Names
Preferred IUPAC name
(4-Hydroxyphenyl)acetic acid
Other names
p-Hydroxyphenylacetic acid
Identifiers
3D model (JSmol)
1448766
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.321 Edit this at Wikidata
EC Number
  • 205-851-3
KEGG
UNII
  • InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) checkY
    Key: XQXPVVBIMDBYFF-UHFFFAOYSA-N checkY
  • O=C(O)Cc1ccc(O)cc1
Properties
C8H8O3
Molar mass 152.149 g·mol−1
Appearance white powder
Melting point 150 Â°C (302 Â°F; 423 K)
Hazards
Safety data sheet (SDS) MSDS at Sigma Aldrich
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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Synthesis

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

Uses

In industry, 4-hydroxyphenylacetic acid is an intermediate to atenolol,[3] 3,4-dihydroxyphenylacetic acid,[4] and coclaurine.

References

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