4-Hydroxybenzaldehyde Explained
4Hydroxybenzaldehyde (parahydroxybenzaldehyde) is an organic compound with the formula .[1] [2] Along with 2-hydroxybenzaldehyde and 3-hydroxybenzaldehyde, it is one of the three isomers of hydroxybenzaldehyde.
Synthesis, reactions, uses
4-Hydroxybenzaldehyde is prepared by reaction of phenol with chloroform, which gives isomeric hydroxybenzal chlorides. Hydrolysis of the C-Cl bonds gives the aldehyde.[2]
4-Hydroxybenzaldehyde is a precursor to 4-hydroxyphenylglycine, a precursor to penicillins. In the Dakin oxidation, 4-hydroxybenzaldehyde reacts with hydrogen peroxide in base to form hydroquinone.
Metabolism and occurrence
p-Hydroxybenzaldehyde dehydrogenase is an enzyme found in carrots (Daucus carota).[3]
4-Hydroxybenzaldehyde is found in the orchids Gastrodia elata,[4] Galeola faberi,[5] and the Vanilla orchids.
See also
Cited sources
- Book: Haynes. Haynes, William M. . 2016. . 97th . . 9781498754293.
Notes and References
- Merck Index, 11th Edition, 8295
- Book: 10.1002/0471238961.0825041813011209.a01 . Hydroxybenzaldehydes . Kirk-Othmer Encyclopedia of Chemical Technology . 2000 . Maliverney . Christian . Mulhauser . Michel . 978-0-471-48494-3 .
- Sircar . D. . Mitra . A. . 10.1016/j.jplph.2007.05.005 . 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 . 2008 . 17658659.
- Ha . J. H. . Lee . D. U. . Lee . J. T. . Kim . J. S. . Yong . C. S. . Kim . J. A. . Ha . J. S. . Huh . K. . 10.1016/S0378-8741(00)00313-5 . 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 . 2000 . 11025174.
- Li . Y. M. . Zhou . Z. L. . Hong . Y. F. . (title in Chinese). Studies on the phenolic derivatives from Galeola faberi Rolfe . Yao Xue Xue Bao = Acta Pharmaceutica Sinica . 28 . 10 . 766–771 . 1993 . 8009989. zh.
