A reaction in which sodium is reacted with two alkyl halides provided by a solution of dry ether
Wurtz reaction
Named after
Charles Adolphe Wurtz
Reaction type
Coupling reaction
Identifiers
Organic Chemistry Portal
wurtz-reaction
In organic chemistry, the Wurtz reaction, named after Charles Adolphe Wurtz, is a coupling reaction in which two alkyl halides are treated with sodium metal to form a higher alkane.
2 R−X + 2 Na → R−R + 2 NaX
The reaction is of little value except for intramolecular versions, such as 1,6-dibromohexane + 2 Na → cyclohexane + 2 NaBr.
A related reaction, which combines alkyl halides with aryl halides is called the Wurtz–Fittig reaction. Despite its very modest utility, the Wurtz reaction is widely cited as representative of reductive coupling.[1]
^March Advanced Organic Chemistry 4th edition p. 535.
In organic chemistry, the Wurtzreaction, named after Charles Adolphe Wurtz, is a coupling reaction in which two alkyl halides are treated with sodium...
ethylamine, ethylene glycol, and the aldol reaction. Wurtz was also an influential writer and educator. Adolphe Wurtz (he never used the name "Charles") was...
CH2=CHR' → RC(O)CH2CH2R' Nazarov cyclization reaction for the synthesis of cyclopentenones The Wurtzreaction, involving reductive coupling of alkyl halides...
with sodium, causing an intramolecular Wurtzreaction leading directly to cyclopropane. The yield of the reaction was improved by Gustavson in 1887 with...
organic chemistry, a coupling reaction is a type of reaction in which two reactant molecules are bonded together. Such reactions often require the aid of a...
and by the French chemist Charles-Adolphe Wurtz in 1872, which originally used aldehydes to perform the reaction. Howard Zimmerman and Marjorie D. Traxler...
transforming an electrophilic compound into a nucleophilic compound. The Wurtzreaction reductively couples two alkyl halides to couple with sodium. The largest...
into biodiesel and for grafting of carbon electrodes. Electrosynthesis Wurtzreaction Utley, James (1997). "Trends in Organic Electrosynthesis". Chemical...
year, E. Haworth and W.H. Perkin Jr. (1860–1929) prepared it via a Wurtzreaction of 1,6-dibromohexane. Although rather unreactive, cyclohexane undergoes...
certain reactions. Examples of reactions requiring the use of anhydrous solvents are the Grignard reaction and the Wurtzreaction. Solvents have typically been...
synthesized through Kolbe electrolysis or other coupling reactions like the Wurtzreaction. Alkanes from nonane to hexadecane (those alkanes with nine...
to couple in Wurtzreaction, giving symmetrical alkanes. Haloalkanes, especially iodoalkanes, also undergo oxidative addition reactions to give organometallic...
ketones and hydrocarbons. He discovered the Fittig reaction or Wurtz–Fittig reaction for the synthesis of alkylbenzenes, he proposed a diketone structure...
hexaphenylethane from triphenylmethyl chloride and zinc in benzene in a Wurtzreaction and found that the product, based on its behaviour towards iodine and...
metals react with halogen derivatives to generate hydrocarbon via the Wurtzreaction. 2CH3-Cl + 2Na → H3C-CH3 + 2NaCl Alkali metals dissolve in liquid ammonia...
new carbon–carbon bond. Examples include the Heck reaction, Ullmann reaction, and Wurtz–Fittig reaction. Many variations exist. Substituted compounds are...
a methane type (tetravalent) for carbon. Charles-Adolphe Wurtz publishes the Wurtzreaction. Benjamin Silliman, Jr. pioneers methods of petroleum cracking...
thiophene-2-carboxylate, a copper reagent used in the Ullmann reactionWurtz–Fittig reaction, a similar reaction useful for alkylbenzenes synthesis Yin; Liebscher...
bis(diboranyl) isomer is initially produced when synthesizing tetraborane by the Wurtzreaction or coupling of B2H5I in the presence of sodium amalgam. Three pathways...
produced in 2005. Methylamine was first prepared in 1849 by Charles-Adolphe Wurtz via the hydrolysis of methyl isocyanate and related compounds. An example...
The Henry reaction is a classic carbon–carbon bond formation reaction in organic chemistry. Discovered in 1895 by the Belgian chemist Louis Henry (1834–1913)...
ethylene glycol. According to most sources, French chemist Charles-Adolphe Wurtz (1817–1884) first prepared ethylene glycol in 1856. He first treated "ethylene...
or earlier. Wurtz's 1859 synthesis long remained the only method of preparing ethylene oxide, despite numerous attempts, including by Wurtz himself, to...
process now known as the aldol reaction, the discovery of which is jointly credited to Borodin and Charles Adolphe Wurtz. Borodin investigated the condensation...
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