Alexander Zaytsev (chemist)
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Aleksander Mikhaylovich Zaytsev, also Zaitsev, Saytzeff, or Saytzev (; 2 July 1841 – 1 September 1910) was a Russian chemist. He worked on
organic compounds Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
and proposed
Zaytsev's rule In organic chemistry, Zaytsev's rule (or Zaitsev's rule, Saytzeff's rule, Saytzev's rule) is an empirical rule for predicting the favored alkene product(s) in elimination reactions. While at the University of Kazan, Russian chemist Alexander Zayt ...
, which predicts the product composition of an
elimination reaction An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one- or two-step mechanism. The one-step mechanism is known as the E2 reaction, and the two-step mechanism is known as the E1 r ...
.


Early years

Zaytsev was born in
Kazan Kazan; , IPA: Help:IPA/Tatar, ɑzanis the largest city and capital city, capital of Tatarstan, Russia. The city lies at the confluence of the Volga and the Kazanka (river), Kazanka Rivers, covering an area of , with a population of over 1. ...
. 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.'' 1995, ''17/18'', 21–30.
However, at the urging of his maternal uncle, Zaytsev was allowed to enroll at
University of Kazan Kazan Federal University (; ) is a public research university located in Kazan, Russia. The university was founded in 1804 as Imperial Kazan University, which makes it the second oldest continuously existing tertiary education institution in Rus ...
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 Alexander Mikhaylovich Butlerov (; 15 September 1828 – 17 August 1886) was a Russian chemist, one of the principal creators of the theory of chemical structure (1857–1861), the first to incorporate double bonds into structural formu ...
. 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 Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain ...
. 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 Adolph Wilhelm Hermann Kolbe (27 September 1818 – 25 November 1884) was a German chemist and academic, and a major contributor to the birth of modern organic chemistry. He was a professor at Marburg and Leipzig. Kolbe was the first to apply t ...
in
Marburg Marburg (; ) is a college town, university town in the States of Germany, German federal state () of Hesse, capital of the Marburg-Biedenkopf Districts of Germany, district (). The town area spreads along the valley of the river Lahn and has ...
, and with
Charles Adolphe Wurtz Charles Adolphe Wurtz (; 26 November 181710 May 1884) was an Alsatian French chemist. He is best remembered for his decades-long advocacy for the atomic theory and for ideas about the structures of chemical compounds, against the skeptical opinio ...
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 Russia, or the Russian Federation, is a country spanning Eastern Europe and North Asia. It is the list of countries and dependencies by area, largest country in the world, and extends across Time in Russia, eleven time zones, sharing Borders ...
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 Substitution (chemistry), substituents attached to sulfur. These organosulfur compounds have t ...
salts. In 1864, he moved to
Paris Paris () is the Capital city, capital and List of communes in France with over 20,000 inhabitants, largest city of France. With an estimated population of 2,048,472 residents in January 2025 in an area of more than , Paris is the List of ci ...
, 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 Leipzig (, ; ; Upper Saxon: ; ) is the most populous city in the States of Germany, German state of Saxony. The city has a population of 628,718 inhabitants as of 2023. It is the List of cities in Germany by population, eighth-largest city in Ge ...
, 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 Vladimir Vasilyevich Markovnikov, also Markownikoff (; – 11 February 1904) was a Russian chemist, best known for having developed the Markovnikov's rule, that describes addition reactions of hydrogen halides and alkenes. Early life and educati ...
(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 chemistry is the study of the physical properties, synthesis, and reactions of organozinc compounds, which are organometallic compounds that contain carbon (C) to zinc (Zn) chemical bonds.The Chemistry of Organozinc Compounds' (Patai S ...
and the synthesis of
alcohol Alcohol may refer to: Common uses * Alcohol (chemistry), a class of compounds * Ethanol, one of several alcohols, commonly known as alcohol in everyday life ** Alcohol (drug), intoxicant found in alcoholic beverages ** Alcoholic beverage, an alco ...
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 toxic organozinc compound with the chemical formula . It belongs to the large series of similar compounds such as diethylzinc. Preparation It is formed by the action of methyl iodide on ...
and
phosgene Phosgene is an organic chemical compound with the formula . It is a toxic, colorless gas; in low concentrations, its musty odor resembles that of freshly cut hay or grass. It can be thought of chemically as the double acyl chloride analog of ...
. Zaytsev and his students Egor Egorevich Vagner (Georg Wagner, 1849–1903) and
Sergei Nikolaevich Reformatskii Sergey Nikolaevich Reformatsky (; 1 April 1860 – 28 July 1934) was a Russian chemist. Life He was born as a son of a preacher in Borisoglebskoe, near Ivanovo. He studied at the University of Kazan under Alexander Mikhailovich Zaitsev until ...
(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 The Grignard reaction () is an organometallic chemical reaction in which, according to the classical definition, carbon alkyl, allyl, vinyl, or aryl magnesium halides (Grignard reagent) are added to the carbonyl groups of either an aldehyde or ...
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 In organic chemistry, Zaytsev's rule (or Zaitsev's rule, Saytzeff's rule, Saytzev's rule) is an 68–95–99.7 rule, empirical rule for predicting the favored alkene product(s) in elimination reactions. While at the University of Kazan, Russian che ...
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 Moscow State University (MSU), officially M. V. Lomonosov Moscow State University,. is a public research university in Moscow, Russia. The university includes 15 research institutes, 43 faculties, more than 300 departments, and six branches. Al ...
. Zaytsev received several honors: he was elected as a Corresponding member of the
Russian Academy of Science The Russian Academy of Sciences (RAS; ''Rossíyskaya akadémiya naúk'') consists of the national academy of Russia; a network of scientific research institutes from across the Russian Federation; and additional scientific and social units such ...
, an honorary member of
Kiev University The Taras Shevchenko National University of Kyiv (; also known as Kyiv University, Shevchenko University, or KNU) is a public university in Kyiv, Ukraine. The university is the third-oldest university in Ukraine after the University of Lviv and ...
, 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 Inventors from the Russian Empire 1841 births 1910 deaths