What is 3,4-Dimethoxybenzaldehyde?

3,4-Dimethoxybenzaldehyde, also known as methyl vanillin, methyl vanillin, , having a vanilla (Vanillabeans ) fragrances synthetic perfumes, but also uses more pharmaceutical intermediates. It is not only important intermediates dopa synthetic drugs, such as levodopa L-D0PA, but it can be synthesized by Nike Bo song antiallergic, antihypertensive agents prazosin and arthritis tetrahydropalmatine Teng, cardiac selective adrenoceptor blocking agent veratridine maléate, tranilast medicament for combating allergic asthma and allergic rhinitis, may also be used to synthesize a number of important pharmaceutical intermediates such as 6,7 styrene-dimethoxy-2-quinoline, 2,4-dihydroxy-6,7-dimethoxy-quinazoline, N, N '- bis (3,4-dimethoxybenzyl)-1,2-ethylenediamine(the DB-ethylenediamine), 3,4- dimethoxyphenethylamine and the like.

Fig 1. Chemical structure formula and three-dimensional structure of 3,4-Dimethoxybenzaldehyde

3,4-Dimethoxybenzaldehyde is a dimethoxybenzene that is benzaldehyde substituted by methoxy groups at positions 3 and 4. 3,4-Dimethoxybenzaldehyde is found in peppermint, ginger, raspberry, and other fruits. 3,4-Dimethoxybenzaldehyde has a role as an antifungal agent. It is a member of benzaldehydes and a dimethoxybenzene.

3,4-Dimethoxybenzaldehyde appears as needles or chunky light peach powder. Has an odor of vanilla beans.

3, 4-Dimethoxybenzaldehyde is found in fruits. 3, 4-Dimethoxybenzaldehyde is isolated from peppermint, raspberry, ginger and Bourbon vanilla. 3, 4-Dimethoxybenzaldehyde is used in vanilla flavour.

3, 4-Dimethoxybenzaldehyde is incompatible with strong oxidizing agents and strong bases. 3, 4-Dimethoxybenzaldehyde is an aldehyde. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction)[1].

3,4-Dimethoxybenzaldehyde is an organic compound that is widely used as a flavorant and odorant. The compound is structurally related to benzaldehyde.

This compound is popular commercially because of its pleasant woody fragrance. It is derivative of vanillin, from which it is prepared by methylation.3,4-Dimethoxybenzaldehyde can be used as an intermediate in the synthesis of some pharmaceutical drugs including amiquinsin, hoquizil, piquizil, prazosin, quinazocin, tiapamil, toborinone, verazide, and vetrabutine[2].

3,4-Dimethoxybenzaldehyde as a corrosion inhibitor for Zinc in different acid medium. 3,4-Dimethoxybenzaldehyde was reduced by aryl-alcohol dehydrogenase to their corresponding alcohols, which was oxidized by aryl-alcohol oxidase, producing H2O2[3].

References

[1] Bucher, J R, Lucier, G. Current approaches toward chemical mixture studies at the National Institute of Environmental Health Sciences and the U.S. National Toxicology Program.[J]. Environ Health Perspect, 106(suppl 6):1295-1298.
[2] Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, , Kurt Bauer, Dorothea Garbe and Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2003.
[3] Kim J H , Mahoney N , Chan K L , et al. Use of benzo analogs to enhance antimycotic activity of kresoxim methyl for control of aflatoxigenic fungal pathogens[J]. Frontiers in Microbiology, 2014, 5.
[4] https://www.chemspider.com/Chemical-Structure.21106008.html?rid=bd0560b6-a625-4fb0-8d63-7d5d06850406
[5] https://pubchem.ncbi.nlm.nih.gov/compound/8419