A. N. Zaitsev
   HOME

TheInfoList



OR:

Aleksander Mikhaylovich Zaytsev (russian: Алекса́ндр Миха́йлович За́йцев), also spelled as Saytzeff and Saytzev (2 July 1841 – 1 September 1910), was a Russian chemist. He worked on organic compounds and proposed Zaitsev's rule, which predicts the product composition of an elimination reaction.


Early years

Zaytsev was born in Kazan. He was the son of a tea and sugar merchant, who had decided that his son should follow him into the mercantile trades.Lewis, D.E
"Aleksandr Mikhailovich Zaitsev: Markovnikov's Conservative Contemporary."
''
Bull. Hist. Chem. The ''Bulletin for the History of Chemistry'' is a peer-reviewed scientific journal that publishes articles on the history of chemistry. The journal is published by the History of Chemistry Division of the American Chemical Society. {{DEFAULT ...
'' 1995, ''17/18'', 21–30.
However, at the urging of his maternal uncle, Zaytsev 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. Zaytsev was thus introduced to Aleksandr Mikhailovich Butlerov. Early on, Zaytsev began working with Butlerov, who clearly saw in him an excellent laboratory chemist, and whose later actions showed that he felt that Zaytsev was an asset to Russian organic chemistry. On the death of his father, Zaytsev took his ''diplom'' in 1862, and immediately went to western Europe to further his chemical studies, studying with Hermann Kolbe in 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 (today approximately equivalent to the doctor of philosophy degree, but then closer to the thesis for the B.Sc. (Hons.) degree in British universities), 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. During his studies with Kolbe between 1862 and 1864, Zaytsev discovered
sulfoxide In organic chemistry, a sulfoxide, also called a sulphoxide, is an organosulfur compound containing a sulfinyl () functional group attached to two carbon atoms. It is a polar functional group. Sulfoxides are oxidized derivatives of sulfides. E ...
s and trialkyl
sulfonium In organic chemistry, a sulfonium ion, also known as sulphonium ion or sulfanium ion, is a positively-charged ion (a " cation") featuring three organic substituents attached to sulfur. These organosulfur compounds have the formula . Together wi ...
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 a call to Leipzig, and Zaytsev, now out of money, returned to Russia. Upon his return, Zaytsev again joined Butlerov as an unpaid assistant. During this time, he wrote a successful ''kandidat'' dissertation.


Career

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 Zaytsev now holding the Ph.D., Butlerov was able to secure his appointment as an assistant in
agronomy Agronomy is the science and technology of producing and using plants by agriculture for food, fuel, fiber, chemicals, recreation, or land conservation. Agronomy has come to include research of plant genetics, plant physiology, meteorology, and ...
. (In March 1866 the Kazan University board voted for this appointment.) Two years later, Zaytsev 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). Zaytsev 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. Zaytsev continued at Kazan University until his death in 1910.


Research

His research at Kazan was primarily concerned with the development of
organozinc chemistry Organozinc compounds in organic chemistry contain carbon (C) to zinc (Zn) chemical bonds. Organozinc chemistry is the science of organozinc compounds describing their physical properties, synthesis and reactions.The Chemistry of Organozinc Compoun ...
and the synthesis of
alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ...
s. The first of these reactions had been reported by Butlerov in 1863, who prepared ''tert''-butyl alcohol from
dimethylzinc Dimethylzinc, also known as Zinc methyl, DMZ, or DMZn is a colorless volatile liquid Zn(CH3)2, formed by the action of methyl iodide on zinc at elevated temperature or on zinc sodium alloy. :2Zn + 2CH3I → Zn(CH3)2 + ZnI2 The sodium assists the ...
and
phosgene Phosgene is the organic chemical compound with the formula COCl2. It is a toxic, colorless gas; in low concentrations, its musty odor resembles that of freshly cut hay or grass. Phosgene is a valued and important industrial building block, espe ...
. Zaytsev and his students Egor Egorevich Vagner (Georg Wagner, 1849–1903) and
Sergei Nikolaevich Reformatskii Sergey Nikolaevich Reformatsky (russian: Серге́й Никола́евич Реформа́тский) (April 1, 1860 – July 28, 1934) was a Russian chemist. Life He was born as a son of a preacher in Borisoglebskoe, near Ivanovo. He s ...
(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 The Reformatsky reaction (sometimes misspelled Reformatskii reaction) is an organic reaction which condenses aldehydes or ketones with α-halo esters using metallic zinc to form β-hydroxy-esters: The organozinc reagent, also called a 'Reform ...
) 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 M. V. Lomonosov Moscow State University (MSU; russian: Московский государственный университет имени М. В. Ломоносова) is a public research university in Moscow, Russia and the most prestigious ...
. Zaytsev 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.


Death

Zaytsev died on 1 September 1910 in Kazan.


References


External links


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'. {{DEFAULTSORT:Zaytsev, Alexander Chemists from the Russian Empire Russian inventors 1841 births 1910 deaths