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Catechol (/ ˈ k æ t ɪ tʃ ɒ l / or / ˈ k æ t ɪ k ɒ l /), also known as pyrocatechol or 1,2-dihydroxybenzene, is an organic compound with the molecular formula C 6 H 4 (OH) 2. It is the ortho isomer of the three isomeric benzenediols .
There are three structural isomers: 1,2-dihydroxybenzene (the ortho isomer) is commonly known as catechol, 1,3-dihydroxybenzene (the meta isomer) is commonly known as resorcinol, and 1,4-dihydroxybenzene (the para isomer) is commonly known as hydroquinone. [1]
Electrochemical experiments show that (+)-catechin oxidation mechanism proceeds in sequential steps, related with the catechol and resorcinol groups and the oxidation is pH-dependent. The oxidation of the catechol 3′,4′-dihydroxyl electron-donating groups occurs first, at very low positive potentials, and is a reversible reaction.
Nitric acid, with a pK value of around −1.7, behaves as a strong acid in aqueous solutions with a pH greater than 1. [23] At lower pH values it behaves as a weak acid. pK a values for strong acids have been estimated by theoretical means. [24] For example, the pK a value of aqueous HCl has been estimated as −9.3.
Catechol. A catecholamine (/ ˌ k æ t ə ˈ k oʊ l ə m iː n /; abbreviated CA) is a monoamine neurotransmitter, an organic compound that has a catechol (benzene with two hydroxyl side groups next to each other) and a side-chain amine. [1] Catechol can be either a free molecule or a substituent of a larger molecule, where it represents a 1,2 ...
Açaí oil, obtained from the fruit of the açaí palm (Euterpe oleracea), is rich in protocatechuic acid (630 ± 36 mg/kg). [16] Protocatechuic acid also exists in the skins of some strains of onion as an antifungal mechanism, increasing endogenous resistance against smudge fungus.
Piperonal can be prepared by the oxidative cleavage of isosafrole or by using a multistep sequence from catechol or 1,2-methylenedioxybenzene.Synthesis from the latter chemical is accomplished through a condensation reaction with glyoxylic acid followed by cleaving the resulting α-hydroxy acid with an oxidizing agent.
2,3-DHB consists of a catechol group, which upon deprotonation binds iron centers very strongly, and the carboxylic acid group by which the ring attaches to various scaffolds through amide bonds. A famous high affinity siderophore is enterochelin , which contains three dihydroxybenzoyl substituents linked to the depsipeptide of serine .