2-Hydroxy-5-methoxybenzaldehyde is an
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
and an
isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...
of
vanillin
Vanillin is an organic compound with the molecular formula . It is a phenolic aldehyde. Its functional groups include aldehyde, hydroxyl, and ether. It is the primary component of the ethanolic extract of the vanilla bean. Synthetic vanillin ...
.
Synthesis and reactions
The chemical is
produced by the
Reimer-Tiemann reaction on
4-methoxyphenol
Mequinol, MeHQ or 4-methoxyphenol, is an organic compound with the formula . It is a phenol with a methoxy group in the para position. A colorless solid, it is used in dermatology and organic chemistry.
Use in dermatology
Mequinol is a common a ...
with a 79% yield.
It reacts with
malononitrile
Malononitrile is an organic compound nitrile with the formula . It is a colorless or white solid, although aged samples appear yellow or even brown. It is a widely used building block in organic synthesis.
Preparation and reactions
It can be pre ...
to form 2-imino-6-methoxy-2H-1-benzopyran-3-carbonitrile. It can be reduced by
sodium borohydride
Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula (sometimes written as ). It is a white crystalline solid, usually encountered as an aqueous basic solution. Sodi ...
in ethanol to form 2-hydroxy-5-methoxybenzyl alcohol.
See also
*
Vanillin
Vanillin is an organic compound with the molecular formula . It is a phenolic aldehyde. Its functional groups include aldehyde, hydroxyl, and ether. It is the primary component of the ethanolic extract of the vanilla bean. Synthetic vanillin ...
*
Isovanillin
Isovanillin is a phenolic aldehyde, an organic compound and isomer of vanillin. It is a selective inhibitor of aldehyde oxidase. It is not a substrate of that enzyme, and is metabolized by aldehyde dehydrogenase into isovanillic acid, which cou ...
*
ortho-Vanillin
*
2-Hydroxy-4-methoxybenzaldehyde
2-Hydroxy-4-methoxybenzaldehyde is a chemical compound and an isomer of vanillin. Urolithin M7, one of the urolithins, has also been synthesized from 2-hydroxy-4-methoxybenzaldehyde using the inverse electron-demand Diels–Alder reaction.
See ...
References
Phenol ethers
Hydroxybenzaldehydes
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