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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. Th ...
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. ...
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 u ...
.


Synthesis and reactions

The chemical is
produced Producer or producers may refer to: Occupations *Producer (agriculture), a farm operator *A stakeholder of economic production *Film producer, supervises the making of films **Executive producer, contributes to a film's budget and usually does not ...
by the Reimer-Tiemann reaction on
4-methoxyphenol Mequinol, MeHQ or 4-methoxyphenol, is a phenol used in dermatology and organic chemistry. Uses Dermatology Mequinol is a common active ingredient in topical drugs used for skin depigmentation. As a topical drug mequinol is often mixed with treti ...
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 use ...
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 applic ...
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 u ...
* Isovanillin * 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 a ...


References

Phenol ethers Hydroxybenzaldehydes {{aromatic-stub