Vladimir Markovnikov


Vladimir Markovnikov
Vladimir Vasilyevich Markovnikov

Late 19th-century photograph of Marknovnikov.
Born December 22, 1837(1837-12-22)
Shusha, Russia
Died February 11, 1904(1904-02-11) (aged 66)
Saint Petersburg, Russia
Institutions University of Kazan
University of Saint Petersburg
University of Odessa
Alma mater University of Kazan
Doctoral advisor Aleksandr Butlerov

Vladimir Vasilyevich Markovnikov (Russian: Марковников, Владимир Васильевич), also spelled as Markownikoff (December 22, 1838 in Nizhny Novgorod - February 11, 1904) was a Russian chemist.

Contents

Life

Markovnikov first studied economics and became, after graduation, assistant of Aleksandr Butlerov in Kazan and Saint Petersburg. After graduation in 1860 he went to Germany for two years where he studied under Richard Erlenmeyer and Hermann Kolbe. He returned to Russia, received his Ph.D in 1869 and succeeded to Butlerov's professorship at Kazan University. After a conflict with that university he was appointed professor at the University of Odessa in 1871, and only two years later at the University of Moscow where he stayed the rest of his career.

Work

Markovnikov is best known for Markovnikov's rule, which he developed in 1869 to describe addition reactions of H-X to alkenes. According to this rule, the nucleophilic X- adds to the carbon atom with fewer hydrogen atoms, while the proton adds to the carbon atom with more hydrogen atoms bonded to it. Thus, hydrogen chloride (HCl) adds to propene, CH3-CH=CH2 to produce 2-chloropropane CH3CHClCH3 rather than the isomeric 1-chloropropane CH3CH2CH2Cl.[1] The rule is useful in predicting the molecular structures of products of addition reactions. Why hydrogen bromide exhibited both Markovnikov as well as reversed-order, or anti-Markovnikov, addition, however, was not understood until Morris S. Kharasch offered an explanation in 1933.

Hughes has discussed the reasons for Markovnikov's lack of recognition during his lifetime. [2] Although he published mostly in Russian which was not understood by most Western European chemists, the 1870 article in which he first stated his rule was written in German. However the rule was included in a 4-page addendum to a 26-page article on isomeric butyric acids, and based on very slight experimental evidence even by the standards of the time. Hughes concludes that the rule was an inspired guess, unjustified by the evidence of the time, but which turned out later to be correct (in most cases).

Markovnikov also contributed to organic chemistry by finding carbon rings with more than six carbon atoms, a ring with four carbon atoms in 1879, and a ring with seven in 1889.

Markovnikov also showed that butyric and isobutyric acids have the same chemical formula (C4H8O2) but different structures; i.e., they are isomers.

References

  1. ^ W. Markownikoff (1870). "Ueber die Abhängigkeit der verschiedenen Vertretbarkeit des Radicalwasserstoffs in den isomeren Buttersäuren". Annalen der Pharmacie 153 (1): 228–259. doi:10.1002/jlac.18701530204. 
  2. ^ Hughes, Peter (2006). "Was Markovnikov's Rule an Inspired Guess?". The Journal of Chemical Education 83 (8): 1152–1154. doi:10.1021/ed083p1152. 

External links


Wikimedia Foundation. 2010.

Look at other dictionaries:

  • Vladimir Markovnikov — Vladimir V. Markovnikov Naissance 22 décembre 1837 Nijni Novgorod (Russie) Décès 11 février  …   Wikipédia en Français

  • Vladímir Markóvnikov — Vladimir Vasilyevich Markovnikov Nacimiento 22 de diciembre de 1837 Shusha, Rusia Fallecimiento 11 d …   Wikipedia Español

  • Vladimir Vasilevich Markovnikov — Vladimir Markovnikov Vladimir V. Markovnikov. Vladimir Vassilievitch Markovnikov (en russe : Владимир Васильевич Марковников) est un chimiste russe né le 22 décembre 1838 à Nijni Novgorod et décédé en février …   Wikipédia en Français

  • Markovnikov — Cette page d’homonymie répertorie les différents sujets et articles partageant un même nom. Le mot Markovnikov peut faire référence à : la règle de Markovnikov, une loi de chimie organique ; Vladimir Markovnikov, nom de celui qui a… …   Wikipédia en Français

  • Markovnikov's rule — is illustrated by the reaction of propene with hydrobromic acid In organic chemistry, Markovnikov s rule or Markownikoff s rule is an observation based on Zaitsev s rule. It was formulated by the Russian chemist Vladimir Vasilevich Markovnikov in …   Wikipedia

  • Markovnikov rule — ▪ chemistry       in organic chemistry, a generalization, formulated by Vladimir Vasilyevich Markovnikov (Markovnikov, Vladimir Vasilyevich) in 1869, stating that in addition reactions (addition reaction) to unsymmetrical alkenes, the electron… …   Universalium

  • Markovnikov, Vladimir Vasilyevich — ▪ Russian chemist born Dec. 22, 1838, Nizhny Novgorod, Russia died February 1904, Moscow       Russian organic chemist who contributed to structural theory and to the understanding of the ionic addition (Markovnikov addition) of hydrogen halides… …   Universalium

  • markovnikov rule — märˈkȯvnəˌkȯf noun Usage: usually capitalized M Etymology: after Vladimir V. Markovnikov died 1904 Russ. chemist : a statement in chemistry: in the addition of compounds to olefins the negative portion of the compound added (as the bromine in… …   Useful english dictionary

  • Règle de Markovnikov — La règle de Markovnikov est une loi utilisée en chimie organique basée sur la règle de Zaïtsev. Elle a été formulée par le chimiste russe Vladimir Markovnikov en 1870. Elle stipule que lors de l addition d un composé ionique du type H − X sur une …   Wikipédia en Français

  • Morris S. Kharasch — Morris Selig Kharasch (August 24, 1895 – October 9, 1957) was a pioneering organic chemist best known for his work with free radical additions and polymerizations. He defined the peroxide effect, explaining how an anti Markovnikov orientation… …   Wikipedia


We are using cookies for the best presentation of our site. Continuing to use this site, you agree with this.