Alexander Mikhaylovich Zaytsev
Aleksander Mikhaylovich Zaitsev (Russian: Алекса́ндр Миха́йлович За́йцев), also spelled as Saytzeff and Saytzev (2 July 1841 – 1 September 1910), was a Russian chemist from Kazan. He worked on organic compounds and proposed Zaitsev's rule, which predicts the product composition of an elimination reaction.
Zaitsev was the son of a tea and sugar merchant, who had decided that his son should follow him into the mercantile trades. However, at the urging of his maternal uncle, the physicist Lyapunov, Zaitsev was allowed to enroll at University of Kazan to study economics. At this time, Russia was experimenting with the cameral system, meaning that every student graduating in law and economics from a Russian university had to take two years of chemistry. Zaitsev was thus introduced to Aleksandr Mikhailovich Butlerov.
Early on, Zaitsev began working with Butlerov, who clearly saw in him an excellent laboratory chemist, and whose later actions showed that he felt that Zaitsev was an asset to Russian organic chemistry. On the death of his father, Zaitsev took his diplom in 1862, and immediately went to western Europe to further his chemical studies, studying with Hermann Kolbe at Marburg, and with Charles Adolphe Wurtz in Paris. This went directly against the accepted norms of the day, which had the student complete the kandidat degree (approximately equivalent to today's doctor of philosophy's degree), and then spend two or three years in study abroad (a komandirovka) before returning to Russia as a salaried laboratory assistant studying for the doctorate.
Between 1862 and 1864, he studied with Kolbe at Marburg, and here Zaitsev discovered the sulfoxides and trialkylsulfonium salts. In 1864, he moved to Paris, where he worked for a year in the laboratories of Wurtz before returning to Marburg in 1865. At this time, Kolbe accepted the call to Leipzig, and Zaitsev, now out of money, returned to Russia. On his return, Zaitsev again joined Butlerov as an unpaid assistant. During this time, he wrote a successful kandidat dissertation.
In order to teach, he required either a master's degree from a Russian university, or a Ph. D. from a foreign university, so he wrote up his work on the sulfoxides and submitted it to the University of Leipzig where (probably thanks to Kolbe's influence) he was awarded the Ph. D. in 1866. With Zaitsev now holding the Ph. D., Butlerov was able to secure his appointment as an assistant in agronomy. (In March 1866 the Kazan University board voted for this appointment.) Two years later, Zaitsev was awarded his M. Chem. degree, and, the following year (1869) was appointed as Extraordinary Professor of Chemistry, the junior colleague of another Butlerov student, Vladimir Vasilyevich Markovnikov (1838–1904). Zaitsev submitted his Dr. Chem. dissertation in 1870, and was awarded the degree over the indirect objections of Markovnikov (as second examiner of the dissertation, Markovnikov had written an overtly positive assessment that was meant to be read between the lines). The same year, he was promoted to Ordinary Professor of Chemistry. This may have been one of the final straws for Markovnikov, who left Kazan' university in 1871 for Odessa. Zaitsev continued at Kazan' university until his death in 1910.
His research at Kazan was primarily concerned with the development of organozinc chemistry and the synthesis of alcohols. The first of these reactions had been reported by Butlerov in 1863, who prepared tert-butyl alcohol from dimethylzinc and phosgene. Zaitsev and his students Egor Egorevich Vagner (Georg Wagner, 1849–1903) and Sergei Nikolaevich Reformatskii (1860–1934) extended this reaction to a general synthesis of alcohols using alkylzinc iodides. This synthesis was the best way to make alcohols until the advent of the Grignard reaction in 1901. Reformatskii's work, which used the zinc compounds from alpha-bromoesters, led to the discovery of a synthetic reaction (the Reformatskii reaction) that is still used today. Zaitsev's Rule was reported in 1875, and appeared just as his nemesis, Markovnikov, (who had made a prediction which the rule contradicts) was taking the Chair at Moscow University. Zaitsev received several honors: he was elected as a Corresponding member of the Russian Academy of Science, an honorary member of Kiev University, and he served two terms as President of the Russian Physical-Chemical Society.
Zaitsev died on 1 September 1910 in Kazan.
- Lewis, D.E. "Aleksandr Mikhailovich Zaitsev: Markovnikov's Conservative Contemporary." Bull. Hist. Chem. 1995, 17/18, 21–30.
- (a) Lewis, D.E. "The University of Kazan: Provincial Cradle of Russian Organic Chemistry. Part I: Nikolai Zinin and the Butlerov School." J. Chem. Educ. 1994, 71, 39–42 doi:10.1021/ed071p39 (b) Lewis, D.E. "The University of Kazan: Provincial Cradle of Russian Organic Chemistry. Part II: Aleksandr Zaitsev and His Students." J. Chem. Educ. 1994, 71, 93–95 doi:10.1021/ed071p93.
- Журнал Министерства народнаго просвѣщенія [Journal of Ministry of Popular Education] (in Russian). 131. 1866. p. 418.
-  Link to an English Translation of Zaytsev's seminal 1875 article that he wrote in German. English title: 'The order of addition and of elimination of hydrogen and iodine in organic compounds'.