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IUPAC name 4-Hydroxybenzaldehyde | |
Other names p-Hydroxybenzaldehyde | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.004.182 |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
InChI
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SMILES
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Properties | |
Chemical formula | C7H6O2 |
Molar mass | 122.123 g·mol |
Appearance | yellow to tan powder |
Density | 1.226 ± 0.06 g/cm |
Melting point | 112–116 °C |
Boiling point | 310–311 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) 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
References
- 4-Hydroxybenzaldehyde from Gastrodia elata B1. is active in the antioxidation and GABAergic neuromodulation of the rat brain. Jeoung-Hee Ha, Dong-Ung Lee, Jae-Tae Lee, Jin-Sook Kim, Chul-Soon Yong, Jung-Ae Kim, Jung-Sang Ha and Keun- Huh, Journal of Ethnopharmacology, Volume 73, Issues 1-2, November 2000, Pages 329-333, doi:10.1016/S0378-8741(00)00313-5
- Evidence for p-hydroxybenzoate formation involving enzymatic phenylpropanoid side-chain cleavage in hairy roots of Daucus carota. Debabrata Sircar and Adinpunya Mitra, Journal of Plant Physiology, Volume 165, Issue 4, 13 March 2008, Pages 407-414, doi:10.1016/j.jplph.2007.05.005
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