Reformatskii Reaction
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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 'Reformatsky enolate', is prepared by treating an alpha-halo ester with zinc dust. Reformatsky enolates are less reactive than lithium enolates or Grignard reagents and hence nucleophilic addition to the ester group does not occur. The reaction was discovered by Sergey Nikolaevich Reformatsky. Some reviews have been published. In addition to aldehydes and ketones, it has also been shown that the Reformatsky enolate is able to react with acid chlorides, imines, nitriles (see Blaise reaction), and nitrones. Moreover, metals other than zinc have also been used, including magnesium, iron, cobalt, nickel, germanium, cadmium, indium, barium, and cerium. Additionally, metal salts are also applicable in place of metals, notably samarium(II) iodide ...
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Sergey Reformatsky
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 studied at the University of Kazan under Alexander Mikhailovich Zaitsev until 1882. He went to Germany for further studies. He joined Victor Meyer at the University of Heidelberg and Wilhelm Ostwald at the University of Leipzig and finally getting his Ph.D in 1891. The following year he was appointed professor at the University of Kyiv where he stayed the rest of his life. Work In 1887 discovered the Reformatsky reaction, during which a zinc organic compound is the key component. The use of zinc in organic reactions was common at that time, but it was subsequently replaced by the more convenient magnesium. This was not possible for the reaction of α-chloro acids with ketones, because the magnesium based Grignard reagent A Grignard re ...
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