2-Hydroxy-5-methoxybenzaldehyde is an
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
and an
isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers.
Iso ...
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 extract of the vanilla bean. Synthetic vanillin is now used ...
.
Synthesis and reactions
The chemical is
produced by the
Reimer-Tiemann reaction on
4-methoxyphenol with a 79% yield.
It reacts with
malononitrile
Malononitrile is an organic compound nitrile with the formula . It is a colorless or white solid. It can be prepared by dehydration of cyanoacetamide.
Malononitrile is relatively acidic, with a p''K''a of 11 in water. This allows it to be used ...
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 Na BH4. This white solid, usually encountered as an aqueous basic solution, is a reducing agent that finds appli ...
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 extract of the vanilla bean. Synthetic vanillin is now used ...
*
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 co ...
*
ortho-Vanillin
''ortho''-Vanillin (2-hydroxy-3-methoxybenzaldehyde) is an organic solid present in the extracts and essential oils of many plants. Its functional groups include aldehyde, ether and phenol. ''ortho''-Vanillin, a compound of the formula C8H8O3, is ...
*
2-Hydroxy-4-methoxybenzaldehyde
References
Phenol ethers
Hydroxybenzaldehydes
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