Wilhelm Rudolph Fittig | |
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Wilhelm Rudolph Fittig
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Born |
Hamburg, Germany |
6 December 1835
Died | 19 November 1910 Strasbourg, France |
(aged 74)
Nationality | German |
Fields | Chemistry |
Institutions | University of Göttingen |
Alma mater | University of Göttingen |
Doctoral advisor | Heinrich Limpricht and Friedrich Wöhler |
Doctoral students | Ira Remsen |
Known for | Fittig reaction |
Notable awards | Davy Medal (1906) |
Wilhelm Rudolph Fittig (6 December 1835 – 19 November 1910) was a German chemist. Fittig discovered the pinacol coupling reaction, mesitylene, diacetyl and biphenyl. He studied the action of sodium on ketones and hydrocarbons. He discovered the Fittig reaction or Wurtz–Fittig reaction for the synthesis of alkylbenzenes, he proposed a diketone structure for benzoquinone and isolated phenanthrene from coal tar. He discovered and synthesized the first lactones and investigated structures of piperine naphthalene and fluorene.
Fittig studied chemistry at the University of Göttingen, graduating as Ph.D. with a dissertation on acetone in 1858, under the supervision of Heinrich Limpricht and Friedrich Wöhler. He subsequently held several appointments at Göttingen, becoming Wöhler's assistant in 1858, privatdozent in 1860 and extraordinary professor in 1870. In 1870 he was appointed full professor at University of Tübingen and in 1876 at Strassburg, where the laboratories were erected from his designs.
Fittig's research covered wide areas of organic chemistry. The aldehydes and ketones provided material for his earlier work. He observed that aldehydes and ketones may suffer reduction in neutral, alkaline, and sometimes acid solution to secondary and tertiary glycols, substances which he named pinacones; and also that certain pinacones when distilled with dilute sulfuric acid gave compounds, which he named pinacolines. The unsaturated acids also received much attention, and he discovered the internal anhydrides of oxyacids, termed lactones. In 1863 he introduced the reaction known by his name. In 1855 Charles-Adolphe Wurtz had shown that when sodium acted upon alkyl iodides, the alkyl residues combined to form more complex hydrocarbons; Fittig developed this method by showing that a mixture of an aromatic and alkyl haloid, under similar treatment, yielded homologues of benzene. His investigations on Perkin's reaction led him to an explanation of its mechanism which appeared to be more in accordance with the facts. The question, however, is one of much difficulty, and the exact course of the reaction appears to await solution. These researches incidentally solved the constitution of coumarin, the odoriferous principle of woodruff. Fittig and Erdmann's observation that phenyl isocrotonic acid readily yielded α-naphthol by loss of water was of much importance, since it afforded valuable evidence as to the constitution of naphthalene. They also investigated certain hydrocarbons occurring in the high boiling point fraction of the coal tar distillate and solved the constitution of phenanthrene. We also owe much of our knowledge of the alkaloid piperine to Fittig, who in collaboration with Ira Remsen established its constitution in 1871.