(+-)-4-Hydroxymandelic acid

HCID 328CAS 1198-84-1

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Basic information

Standard SMILES: O=C(O)C(O)c1ccc(O)cc1
InChIKey: YHXHKYRQLYQUIH-UHFFFAOYSA-N
Molecular formula: C8H8O4
Average molar mass: 168.15 g/mol
Monoisotopic mass: 168.04225873

Names & identifiers

Preferred name: (+-)-4-Hydroxymandelic acid
IUPAC: 2-hydroxy-2-(4-hydroxyphenyl)acetic acid
English name: 4-Hydroxyphenylglycolic acid
Molecular formula: C8H8O4
Molecular weight: 168.15

Names & synonyms

1198-84-12-hydroxy-2-(4-hydroxyphenyl)acetic acid4-Hydroxymandelic acid4-Hydroxy-DL-mandelic acid(RS)-p-Hydroxymandelic acid2-(4-Hydroxyphenyl)-2-hydroxyacetic acidalpha,4-Dihydroxybenzeneacetic acidHV52GS53BA(+-)-4-Hydroxymandelic acidCHEBI:163884-HMApara-hydroxymandelic acid

Show more names

2-hydroxy-2-(4-hydroxyphenyl)acetic acid hydrateRARECHEM AL BO 0522P-HYDROXY MANDELIC ACID4-HYDROXYM AND ELIC ACIDDL-4-Hydroxymandelic acid,95%4,α-Dihydroxybenzeneacetic acid4-HYDROXYMANDELIC ACID 97% HPLC

RefChem:905499214-839-7230-569-2pisolithin B4-Hydroxyphenylglycolic acidp-Hydroxymandelic acidDL-4-Hydroxymandelic acidHydroxy(4-hydroxyphenyl)acetic acid

Database identifiers

CAS: 1198-84-1、7198-10-9
PubChem CID: 328
DTXSID: DTXSID70862596
ChEMBL: CHEMBL2087618
ChEBI: CHEBI:16388
UNII: HV52GS53BA
EC Number: 214-839-7、230-569-2
Nikkaji: J100.348H

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 77.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 160

Physicochemical properties

Melting point: 82 · 82-85 °C(lit.)
Boiling point: 405.4 · 405.4±30.0 °C(Predicted)
Density: 1.48 · 1.480±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Store at -20°C
solubility: Soluble in DMSO
form: Solid
pka: 3.51 · 3.51±0.10(Predicted)
color: White to pink
InChI: InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
InChIKey: YHXHKYRQLYQUIH-UHFFFAOYSA-N
SMILES: C(O)(=O)C(C1=CC=C(O)C=C1)O
CAS DataBase Reference: 1198 · 1198-84-1(CAS DataBase Reference)
FDA UNII: 52 GS53BA · HV52GS53BA
EPA Substance Registry System: 4 · Benzeneacetic acid, ?,4-dihydroxy- (1198-84-1)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3

Safety & regulation

Safety data

wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses4-Hydroxymandelic Acid is a useful synthetic intermediate in the synthesis of Hydroxyatenolol (H802480); a metabolite of Atenolol (A790075) which is a cardioselective β-adrenergic blocker, antihypertensive, antianginal, and antiarrhythmic (class II).