1,2-Dimethoxybenzene
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| Density | 1.084 g/cm3[2] |
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| Template:Longitem | −87.39·10−6 cm3/mol |
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1,2-Dimethoxybenzene, commonly known as veratrole, is an organic compound with the formula C6H4(OCH3)2. It is one of three isomers of dimethoxybenzene. It is a colorless liquid, with a pleasant odor and slight solubility in water. It is the dimethyl ether derived from pyrocatechol.
Occurrence
1,2-Dimethoxybenzene is naturally occurring. Its biosynthesis entails the methylation of guaiacol by guaiacol O-methyltransferase.[3] 1,2-Dimethoxybenzene is an insect attractant.[3] Guaiacol O-methyltransferase gene is first scent gene discovered so far in any plant species.[3]
Uses
1,2-Dimethoxybenzene is a building block for the organic synthesis of other aromatic compounds. Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution.[4]
An example of the use of veratrole is in the synthesis of Domipizone.[5]
Veratrole can easily be brominated with NBS to give 4-bromoveratrole.[6]
Related compounds
References
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- ↑ Merck Index, 11th Edition, 9857
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- ↑ <templatestyles src="Citation/styles.css"/>Template:Citation/make link, Zoller, Gerhard; Beyerle, Rudi & Just, Melitta et al., "Tetrahydropyridazinone derivatives, process for their preparation and their use", published Script error: No such module "auto date formatter"., assigned to Cassella AGScript error: No such module "Check for unknown parameters".
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