Alexander Zaytsev (chemist)
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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 In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The s ...
and proposed
Zaitsev's rule In organic chemistry, Zaitsev's rule (or 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 Zaitsev studied a vari ...
, 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 ...
.


Early years

Zaytsev was born in
Kazan Kazan ( ; rus, Казань, p=kɐˈzanʲ; tt-Cyrl, Казан, ''Qazan'', IPA: ɑzan is the capital and largest city of the Republic of Tatarstan in Russia. The city lies at the confluence of the Volga and the Kazanka rivers, covering a ...
. 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 (Volga region) Federal University (russian: Казанский (Приволжский) федеральный университет, tt-Cyrl, Казан (Идел буе) федераль университеты) is a public research uni ...
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 (Алекса́ндр Миха́йлович Бу́тлеров; 15 September 1828 – 17 August 1886) was a Russian chemist, one of the principal creators of the theory of chemical structure (1857–1861 ...
. 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 scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; ...
. 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 major contributor to the birth of modern organic chemistry. He was a professor at Marburg and Leipzig. Kolbe was the first to apply the term synthesis in a chemical cont ...
in
Marburg Marburg ( or ) is a university town in the German federal state (''Bundesland'') of Hesse, capital of the Marburg-Biedenkopf district (''Landkreis''). The town area spreads along the valley of the river Lahn and has a population of approximate ...
, 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 List of transcontinental countries, transcontinental country spanning Eastern Europe and North Asia, Northern Asia. It is the List of countries and dependencies by area, largest country in the ...
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 Paris () is the capital and most populous city of France, with an estimated population of 2,165,423 residents in 2019 in an area of more than 105 km² (41 sq mi), making it the 30th most densely populated city in the world in 2020. S ...
, 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 German state of Saxony. Leipzig's population of 605,407 inhabitants (1.1 million in the larger urban zone) as of 2021 places the city as Germany's eighth most populous, as wel ...
, 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 (russian: Влади́мир Васи́льевич Марко́вников), also spelled as Markownikoff ( – 11 February 1904), was a Russian chemist. Early life and education Markovnikov studied economics at ...
(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 The Grignard reaction () is an organometallic chemical reaction in which alkyl, allyl, vinyl, or aryl-magnesium halides ( Grignard reagent) is added to a carbonyl group in an aldehyde or ketone. This reaction is important for the formation of ...
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 In organic chemistry, Zaitsev's rule (or 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 Zaitsev studied a vari ...
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 The Russian Academy of Sciences (RAS; russian: Росси́йская акаде́мия нау́к (РАН) ''Rossíyskaya akadémiya naúk'') consists of the national academy of Russia; a network of scientific research institutes from across t ...
, an honorary member of
Kiev University Kyiv University or Shevchenko University or officially the Taras Shevchenko National University of Kyiv ( uk, Київський національний університет імені Тараса Шевченка), colloquially known as KNU ...
, 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