4-Hydroxybenzaldehyde

From Wikipedia, the free encyclopedia
  (Redirected from 4-hydroxybenzaldehyde)
Jump to: navigation, search
4-Hydroxybenzaldehyde
4-hydroxybenzaldehyde.svg
Names
IUPAC name
4-Hydroxybenzaldehyde
Other names
p-Hydroxybenzaldehyde
Identifiers
123-08-0 YesY
ChEBI CHEBI:17597 YesY
ChEMBL ChEMBL14193 YesY
ChemSpider 123 YesY
DrugBank DB03560 YesY
Jmol-3D images Image
KEGG C00633 YesY
PubChem 126
UNII O1738X3Y38 YesY
Properties
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)
 YesY verify (what isYesY/N?)
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[edit]

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[edit]

p-Hydroxybenzaldehyde dehydrogenase is an enzyme found in carrots (Daucus carota).[3]

See also[edit]

References[edit]

  1. ^ 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.  edit
  2. ^ 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.  edit
  3. ^ 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.  edit