05.06.2013 Views

Organic Reactions Volume 4 - Sciencemadness Dot Org

Organic Reactions Volume 4 - Sciencemadness Dot Org

Organic Reactions Volume 4 - Sciencemadness Dot Org

SHOW MORE
SHOW LESS

You also want an ePaper? Increase the reach of your titles

YUMPU automatically turns print PDFs into web optimized ePapers that Google loves.

338 ORGANIC REACTIONS<br />

214<br />

Carstanjen, J". prakt. Chem., 23, 429 (1881).<br />

215<br />

du Feu, McQuillin, and Robinson, J. Chem. Soc, 1937, 58.<br />

216<br />

Datta and Bhoumik, J. Am. Chem. Soc, 43, 309 (1921).<br />

217<br />

Bayrac, Bull soc. chim. France, [3] 13, 979 (1895).<br />

218<br />

Gibbs and Robertson, J. Chem Soc, 105, 1887 (1914).<br />

219<br />

Kumagai and Wolffenstein, Bet., 41, 299 (1908).<br />

220<br />

Vorlander and Schrodter, Bet., 34, 1653 (1901).<br />

221<br />

Claus and Schweitzer, Ber., 19, 927 (1886).<br />

222<br />

Kehrmann, Mussmann, and Facchinetti, Ber., 48, 2021 (1915).<br />

223<br />

Angeletti and Oliverio, Gazz. chim. ital, 70, 342 (1940).<br />

224<br />

Kehrmann, Ber., 49, 1212 (1916).<br />

225<br />

Elbs and Brunnschweiler, J, prakt. Chem,, [2] 52, 559 (1895).<br />

226<br />

Southworth, Ann., 168, 273 (1873).<br />

227<br />

Seelig, Ann., 237, 145 (1887).<br />

228<br />

Bures, Chem. Listy, 21, 108 (1927) [C. A., 22, 63 (1928)].<br />

229<br />

Chulkov, Parine, and Barshov, <strong>Org</strong>. Chem. Ind. U.S.S.R., 3, 410 (1937).<br />

230<br />

Gomp-Besanez, Ann., 143, 159 (1867); Brauninger, Ann., 185, 352 (1877); Richter,<br />

Ber., 34, 4296 (1901).<br />

231<br />

Kehrmann and Rust, Ann., 303, 24 (1898).<br />

m<br />

Claus and Dreher, /. prakt. Chem., [2] 39, 370 (1889).<br />

233<br />

Kohn and Rabinowitsch, Monatsh., 48, 361 (1927).<br />

234<br />

Zmcko and Klostermann, Ber., 40, 679 (1907).<br />

235<br />

Auwors and Erggelet, Ber., 32, 3033 (1899).<br />

238<br />

Auwors and Burrows, Ber., 32, 3038 (1899).<br />

237<br />

Auwers and Hampe, Ber., 32, 3015 (1899).<br />

238<br />

Cohen and Marshall, J. Chem. Soc, 85, 527 (1904).<br />

zm<br />

Koolsoh and Wawzonek, /. Am. Chem. Soc, 65, 755 (1943).<br />

239<br />

Fieser and Chang, J. Am. Chem. Soc, 64, 2048 (1942).<br />

240<br />

Nolting and Forel, Ber., 18, 2673 (1885).<br />

ma<br />

Smith and Tess, J. Am. Chem. Soc, 66, 1523 (1944).<br />

241<br />

Auwers and Borscho, Ber., 48, 1699 (footnote 3) (1915).<br />

242<br />

Auwers, Ber., 40, 2528 (1907).<br />

243<br />

Claus and Runschke, J. prakt. Chem., [2] 42, 110 (1890).<br />

243a Smith and Wiley, J. Am. Chem. Soc, 68, 894 (1946).<br />

244<br />

Jacobsen, Ann., 195, 271 (1879).<br />

245<br />

Kohn and Feldmann, Monatsh., 49, 169 (1928).<br />

24Ba<br />

Smith and Nichols, /. Am. Chem. Soc, 65, 1742 (1943).<br />

240<br />

Nolting, Witt, and Forel, Ber., 18, 2667 (1885).<br />

247<br />

Kehrmann and Stiller, Ber,, 45, 3348 (1912),<br />

HYDROXYQUINONES AND DERIVATIVES<br />

Many hydroxyquinones have been prepared by the general methods<br />

discussed for alkylquinones, and the most common oxidizing agents are<br />

those previously mentioned; however, since hydroxyquinones are not<br />

sufficiently volatile to be steam-distilled they are usually isolated by<br />

crystallization or extraction from the reaction mixture.<br />

A very successful preparation of hydroxyquinones is that introduced<br />

in 1900 by Thiele and Winter. 248 When a quinone is treated with acetic<br />

anhydride and sulfuric acid a triacetoxybenzene is formed; the hydroxy-<br />

248 Thiele and Winter, Ann., 311, 341 (1900).

Hooray! Your file is uploaded and ready to be published.

Saved successfully!

Ooh no, something went wrong!