4-Hydroxybenzaldehyde
 | |
| Names | |
|---|---|
| IUPAC name
4-Hydroxybenzaldehyde | |
| Other names
p-Hydroxybenzaldehyde | |
| Identifiers | |
123-08-0  | |
| ChEBI | CHEBI:17597 |
| ChEMBL | ChEMBL14193 |
| ChemSpider | 123 |
| DrugBank | DB03560 |
| |
| Jmol-3D images | Image |
| KEGG | C00633 |
| PubChem | 126 |
| |
| UNII | O1738X3Y38 |
| 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 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) |
| Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
verify (what is: / ?) | |
| Infobox references | |
4-Hydroxybenzaldehyde is one of the three isomers of hydroxybenzaldehyde. It can be found in the orchids Gastrodia elata[1] and Galeola faberi.[2] 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).[3]
See also
- Salicylaldehyde (2-hydroxybenzaldehyde)
- 3-Hydroxybenzaldehyde
References
- ↑ Ha, J. H.; Lee, D. U.; Lee, J. T.; Kim, J. S.; Yong, C. S.; Kim, J. A.; Ha, J. S.; Huh, K. (2000). "4-Hydroxybenzaldehyde from Gastrodia elata B1. Is active in the antioxidation and GABAergic neuromodulation of the rat brain". Journal of Ethnopharmacology 73 (1–2): 329–333. doi:10.1016/S0378-8741(00)00313-5. PMID 11025174.
- ↑ Li, Y. M.; Zhou, Z. L.; Hong, Y. F. (1993). "(title in Chinese)" [Studies on the phenolic derivatives from Galeola faberi Rolfe]. Yao xue xue bao = Acta pharmaceutica Sinica (in Chinese) 28 (10): 766–771. PMID 8009989.
- ↑ Sircar, D.; Mitra, A. (2008). "Evidence for p-hydroxybenzoate formation involving enzymatic phenylpropanoid side-chain cleavage in hairy roots of Daucus carota". Journal of Plant Physiology 165 (4): 407–414. doi:10.1016/j.jplph.2007.05.005. PMID 17658659.