4-Hydroxymandelic acid

4-Hydroxymandelic acid

Names
IUPAC name 2-(4-Hydroxyphenyl)acetic acid
Other names 4-Hydroxyphenylglycolic acid; 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid; p-Hydroxymandelic acid, 4-Hydroxymandelate
Identifiers
Beilstein Reference	2365374
CAS Registry Number	1198-84-1 Y 184901-84-6 (hydrate)
ChemSpider	321 Y
EC number	214-839-7
InChI InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) Y Key: YHXHKYRQLYQUIH-UHFFFAOYSA-N Y
Jmol-3D images	Image
PubChem	328
SMILES C1=CC(=CC=C1C(C(=O)O)O)O
Properties
Molecular formula	C8H8O4
Molar mass	168.15 g·mol−1
Appearance	Light red powder
Melting point	89 °C (192 °F; 362 K)
Hazards
MSDS	MSDS at Sigma Aldrich
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

4-Hydroxymandelic acid is a chemical compound used to synthesize atenolol.^[1] The compound typically occurs as a monohydrate (C₈H₈O₄ • H₂O at 186.16 g/mol).

Synthesis

4-Hydroxymandelic acid is obtained by the condensation reaction between phenol and glyoxylic acid.^[1]

See also

• Vanillyl mandelic acid
• 4-Hydroxyphenylacetic acid

References