4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde
IUPAC name 4-Hydroxybenzaldehyde
Other names p-Hydroxybenzaldehyde
Identifiers
CAS number	123-08-0 Y
PubChem	126
ChemSpider	123 Y
UNII	O1738X3Y38 Y
DrugBank	DB03560
KEGG	C00633 Y
ChEBI	CHEBI:17597 Y
ChEMBL	CHEMBL14193 Y
Jmol-3D images	Image 1
SMILES O=Cc1ccc(O)cc1
InChI InChI=1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H Y Key: RGHHSNMVTDWUBI-UHFFFAOYSA-N Y InChI=1/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H Key: RGHHSNMVTDWUBI-UHFFFAOYAN
Properties
Molecular formula	C7H6O2
Molar mass	122.12 g mol−1
Appearance	yellow to tan powder
Density	1.226 ± 0.06 g/cm3
Melting point	112–116 °C
Boiling point	310–311 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

4-Hydroxybenzaldehyde is one of the three isomers of hydroxybenzaldehyde. It can be found in the orchid Gastrodia elata.

Chemistry

The Dakin oxidation is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidized, and the hydrogen peroxide is reduced.

Metabolism

p-hydroxybenzaldehyde dehydrogenase is an enzyme found in carrots (Daucus carota).

See also

• Salicylaldehyde (2-hydroxybenzaldehyde)
• 3-Hydroxybenzaldehyde