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2,4-Dihydroxybenzoic acid

2,4-Dihydroxybenzoic acid (β-resorcylic acid) is a dihydroxybenzoic acid.


Column 1Column 2
Chemical structure of 2,4-dihydroxybenzoic acid
Preferred IUPAC name
2,4-Dihydroxybenzoic acid
Other names
CAS Number89-86-1 Y
3D model (JSmol)Interactive image
ChEBICHEBI:42094
ChEMBLChEMBL328910 Y
ChemSpider1446 Y
DrugBankDB02839 Y
ECHA InfoCard100.001.770
PubChem CID1491
UNIILU39SC9JYL Y
CompTox Dashboard (EPA)DTXSID0025074
InChI
InChI=1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11) YKey: UIAFKZKHHVMJGS-UHFFFAOYSA-N Y
SMILES
C1=CC(=C(C=C1O)O)C(=O)O
Chemical formulaC7H6O4
Molar mass154.121 g·mol−1
Melting point229 °C (444 °F; 502 K)
Solubility in watersoluble
Solubility in ethanolsoluble
Solubility in diethyl ethersoluble
Solubility in benzenesoluble
Acidity (pKa)3.118.5514.0
GHS labelling:
Pictograms
Signal wordWarning
Hazard statementsH315, H319, H335
Precautionary statementsP261, P280, P302+P352, P305+P351+P338
Related compounds2,3-Dihydroxybenzoic acid2,5-Dihydroxybenzoic acid2,6-Dihydroxybenzoic acid3,4-Dihydroxybenzoic acid3,5-Dihydroxybenzoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Infobox references | |

2,4-Dihydroxybenzoic acid (β-resorcylic acid) is a dihydroxybenzoic acid.

As a resorcylic acid, it is one of the three isomeric crystalline acids that are both carboxyl derivatives of resorcinol and dihydroxy derivatives of benzoic acid. Synthesis from resorcinol is via the Kolbe-Schmitt reaction.

It is a degradation product of cyanidin glycosides from tart cherries in cell cultures. It is also a metabolite found in human plasma after cranberry juice consumption.

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