 | |
 | |
| Names | |
|---|---|
| Preferred IUPAC name 4-Hydroxybenzaldehyde | |
| Other names p-Hydroxybenzaldehyde, 4-formylphenol[1] | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
|
| DrugBank |
|
| ECHA InfoCard | 100.004.182 |
| KEGG |
|
| UNII | |
| |
| |
| Properties | |
| C7H6O2 | |
| Molar mass | 122.123 g·mol−1 |
| Appearance | yellow to tan powder |
| Density | 1.129 g/cm3 (130 °C)[1] |
| Melting point | 116 °C (241 °F; 389 K)[1] |
| Boiling point | 310 to 311 °C (590 to 592 °F; 583 to 584 K) |
| 12.9 g/L[2] | |
| Acidity (pKa) | 7.61 (25 °C)[3] |
| −78.0·10−6 cm3/mol | |
Refractive index (nD) | 1.57051 (130 °C)[1] |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
4‑Hydroxybenzaldehyde (para‑hydroxybenzaldehyde) is anorganic compound with the formulaC6H4OH(CHO).[4][5] Along with2-hydroxybenzaldehyde and3-hydroxybenzaldehyde, it is one of the threeisomers ofhydroxybenzaldehyde.
4-Hydroxybenzaldehyde is prepared by reaction ofphenol withchloroform, which gives isomeric hydroxybenzal chlorides. Hydrolysis of the C-Cl bonds gives the aldehyde.[5]
4-Hydroxybenzaldehyde is a precursor to4-hydroxyphenylglycine, which is itself a precursor topenicillins. In theDakin oxidation, 4-hydroxybenzaldehyde reacts with hydrogen peroxide in base to formhydroquinone.
p-Hydroxybenzaldehyde dehydrogenase is an enzyme found in carrots (Daucus carota).[6]
4-Hydroxybenzaldehyde is found in the orchidsGastrodia elata,[7]Galeola faberi,[8] and theVanilla orchids.
