1,2-Dimethoxybenzene

changed 477203820 1,2-Dimethoxybenzene Veratrole.svg 150px 1,2-Dimethoxybenzene 1,2-Dimethoxybenzene-3D-balls.png 160 1,2-Dimethoxybenzene molecule 1,2-Dimethoxybenzene Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) The Royal Society of Chemistry 2014 Cambridge 702 10.1039/9781849733069-00648 978-0-85404-182-4 Veratroleo-DimethoxybenzenePyrocatechol dimethyl ether correct chemspider correct EBI 59114 13861009 7043 correct FDA 61WJZ2Q41I 202-045-3 1668603 1/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3 ABDKAPXRBAPSQN-UHFFFAOYAD correct chemspider 1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3 correct chemspider ABDKAPXRBAPSQN-UHFFFAOYSA-N 91-16-7 correct CAS COc1ccccc1OC 8 10 2 1.084 g/cm3Merck Index, 11th Edition, 9857 22–23 206–207 −87.39·10−6 cm3/mol 07 Warning 302 264 270 301+312 330 501 2 2 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. 10.1186/1471-2229-12-158 22937972 3492160 Identification of white campion (Silene latifolia) guaiacol O-methyltransferase involved in the biosynthesis of veratrole, a key volatile for pollinator attraction BMC Plant Biology 12 158 2012 Gupta Alok K Akhtar Tariq A Widmer Alex Pichersky Eran Schiestl Florian P free 1,2-Dimethoxybenzene is an insect attractant. Guaiacol O-methyltransferase gene is first scent gene discovered so far in any plant species. 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-Iodoveratrole Janssen, D. E. Wilson, C. V. 4 547 1963 CV4P0547 An example of the use of veratrole is in the synthesis of Domipizone.EP 0129791 Tetrahydropyridazinone derivatives, process for their preparation and their use 985-01-02 Cassella AG Zoller Gerhard Beyerle Rudi Just Melitta MARTORANA PIERO; BOHN HELMUT; NITZ ROLF-EBERHARD Veratrole can easily be brominated with NBS to give 4-bromoveratrole.Bannard R. A. B. Latremouille G. 4-BROMOVERATROLE Canadian Journal of Chemistry 31 4 1953 469 0008-4042 10.1139/v53-062 free Related compounds 1,3-Dimethoxybenzene 1,4-Dimethoxybenzene Methyl isoeugenol References Category:O-methylated natural phenols