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The Wurtz reaction, named after Charles-Adolphe Wurtz, is a coupling reaction in organic chemistry, organometallic chemistry and recently inorganic main group polymers, whereby two alkyl halides are reacted with sodium to form a new alkane: :2R–X + 2Na → R–R + 2Na+X− Other metals have also been used to effect the Wurtz coupling, among them silver, zinc, iron, activated copper, indium and a mixture of manganese and copper chloride.〔March ''Advanced Organic Chemistry'' 5th edition p. 535〕 The related reaction dealing with aryl halides is called the Wurtz-Fittig reaction.This can be explained by the formation of free radical intermediate and its subsequent disproportionation to give alkene. == Mechanism == The reaction consists of a halogen-metal exchange involving the radical species R• (in a similar fashion to the formation of a Grignard reagent and then the carbon–carbon bond formation in a nucleophilic substitution reaction.) One electron from the metal is transferred to the halogen to produce a metal halide and an alkyl radical. :R–X + M → R• + M+X− The alkyl radical then accepts an electron from another metal atom to form an alkyl anion and the metal becomes cationic. This intermediate has been isolated in several cases. :R• + M → R−M+ The nucleophilic carbon of the alkyl anion then displaces the halide in an SN2 reaction, forming a new carbon-carbon covalent bond. :R−M+ + R–X → R–R + M+X− 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「wurtz reaction」の詳細全文を読む スポンサード リンク
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