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2,4-Dihydroxybenzaldehyde or β-resorcylaldehyde is a phenolic aldehyde, a chemical compound with the formula C 7 H 6 O 3. It is an isomer of protocatechuic aldehyde (3,4-dihydroxybenzaldehyde). References
2,4-Dihydroxybenzoic acid (β-resorcylic acid) is a dihydroxybenzoic acid. As a resorcylic acid, it is one of the three isomeric crystalline acids that are both carboxyl derivatives of resorcinol and dihydroxy derivatives of benzoic acid. [4] Synthesis from resorcinol is via the Kolbe-Schmitt reaction. [5]
All three isomers have the chemical formula C 6 H 6 O 2. Similar to other phenols, the hydroxyl groups on the aromatic ring of a benzenediol are weakly acidic . Each benzenediol can lose an H + from one of the hydroxyls to form a type of phenolate ion.
Dihydroxybenzaldehyde may refer to: 2,4-Dihydroxybenzaldehyde; 3,4-Dihydroxybenzaldehyde This page was last edited on 26 November 2024, at 04:05 (UTC). Text is ...
There are six main compounds, having all the same molecular formula C 7 H 6 O 4. Those are: 2,3-Dihydroxybenzoic acid (2-Pyrocatechuic acid or hypogallic acid) 2,4-Dihydroxybenzoic acid (β-Resorcylic acid) 2,5-Dihydroxybenzoic acid (Gentisic acid) 2,6-Dihydroxybenzoic acid (γ-Resorcylic acid) 3,4-Dihydroxybenzoic acid (Protocatechuic acid)
The Dakin oxidation (or Dakin reaction) 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 (H 2 O 2) in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidised, whereas the H 2 O 2 is reduced.
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.
The reaction has been described in the literature [3] as proceeding in a manner similar to the Fischer indole synthesis. Here, the acid-catalyzed proton transfer first converts the cyclohexanone phenylhydrazone 1 to the intermediate 2. Subsequently, a heat-induced sigmatropic reaction occurs to produce 3, which is protonated and cyclizes into 4.