2-Methylanthraquinone

2-MeanthraquinoneStr.svg 2-Methylanthracene-9,10-dione β-Methylanthraquinone Tectoquinone 84-54-8 6773 6515 Q9P233HWAJ 201-539-6 21745 9427 C10405 2050523 1607902 B03899 DTXSID5041439 Cc1ccc2c(c1)C(=O)c3ccccc3C2=O 1S/C15H10O2/c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16/h2-8H,1H3 NJWGQARXZDRHCD-UHFFFAOYSA-N 15 10 2 almost colorless 1.365 g/cm310.1107/S0108270195003842 Disordered Structure of 2-Methylanthraquinone Acta Crystallographica Section C 51 10 2094–2096 1995 Kingsford-Adaboh R. Kashino S. free 1995AcCrC..51.2094K 177 07 09 Warning 317 410 261 272 273 280 302+352 321 333+313 363 391 501 2-Methylanthraquinone, also known as β-methylanthraquinone and tectoquinone,2-Methylanthraquinone https://commonchemistry.cas.org/detail?cas_rn=84-54-8 CAS Common Chemistry 5 August 2023 is an organic compound which is a methylated derivative of anthraquinone. An off-white solid, it is an important precursor to many dyes. It is present in the wood of the teak tree, where it gives the tree resistance to insects.Rudman P. Da Costa E. W. B. Gay F. J. Wetherly A. H. Relationship of tectoquinone to durability in Tectona grandis Nature 8 March 1958 181 4610 721–722 10.1038/181721b0 1958Natur.181..721R 4159998 Synthesis and reactions The compound is produced by a double electrophilic aromatic substitution reaction of toluene with phthalic anhydride.L. F. Fieser 10.15227/orgsyn.004.0073 free p-Toluyl-o-Benzoic Acid Organic Syntheses 4 73 1925L. F. Fieser 10.15227/orgsyn.004.0043 free β-Methylanthraquinone Organic Syntheses 4 43 1925 500px|Summary eq for synthesis of 2-methylanthraquinone It can be chlorinated to give 1-chloro-2-methylanthraquinone. Nitration gives 1-nitro-2-methylanthraquinone, which can be reduced to 1-amino-2-methyl derivative. Oxidation of the methyl group gives anthraquinone-2-carboxylic acid.10.1002/14356007.a02_355 Anthraquinone Dyes and Intermediates Ullmann's Encyclopedia of Industrial Chemistry 2000 Bien Hans-Samuel Stawitz Josef Wunderlich Klaus 3-527-30673-0 References Category:Anthraquinones