4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde
4-Hydroxybenzaldehyde
IUPAC name
4-Hydroxybenzaldehyde
Other names
p-Hydroxybenzaldehyde
Identifiers
CAS number 123-08-0 YesY
PubChem 126
ChemSpider 123 YesY
UNII O1738X3Y38 YesY
DrugBank DB03560
KEGG C00633 YesY
ChEBI CHEBI:17597 YesY
ChEMBL CHEMBL14193 YesY
Jmol-3D images Image 1
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
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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[1].

Contents

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)[2].

See also

References

  1. ^ 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
  2. ^ 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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