4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde

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Names
IUPAC name 4-Hydroxybenzaldehyde
Other names p-Hydroxybenzaldehyde
Identifiers
CAS Number	123-08-0 Y
ChEBI	CHEBI:17597 Y
ChEMBL	ChEMBL14193 Y
ChemSpider	123 Y
DrugBank	DB03560 Y
Jmol 3D model	Interactive image
KEGG	C00633 Y
PubChem	126
UNII	O1738X3Y38 Y
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
SMILES O=Cc1ccc(O)cc1
Properties
Chemical formula	C7H6O2
Molar mass	122.12 g·mol−1
Appearance	yellow to tan powder
Density	1.226 ± 0.06 g/cm3
Melting point	112 to 116 °C (234 to 241 °F; 385 to 389 K)
Boiling point	310 to 311 °C (590 to 592 °F; 583 to 584 K)
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

4-Hydroxybenzaldehyde is one of the three isomers of hydroxybenzaldehyde. It can be found in the orchids Gastrodia elata and Galeola faberi. It is also found in vanilla.

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