Fittig reaction

Bromobenzene is a colourless liquid of b.p. 156°, and d, 1 50 it has a faint agreeable odour. The bromine atom, being directly joined to the benzene ring, is very inert, and the only common reactions in which it is split off from the ring are the Fittig reaction (p. 288) and the Grignard reagent (pp. 280-284). 

The Fittig Reaction, in which sodium reacts with a mixture of an aryl and an alkyl halide, forming the sodium halide and the corresponding hydrocarbon ... 

The Fittig Reaction is employed in the following preparation of ethylbenzene. 

Wurtz - Fittig reaction. The interaction of an aryl halide, alkyl hahde and sodium gives a reasonable yield of an alkyl aryl hydrocarbon, for example ... 

Two mechanisms have been proposed for the Wurtz reaction (compare Section III,7) and for the Wurtz-Fittig reaction. According to one, sodium reacts with the alkyl halide to produce a sodium halide and a free radical, which subsequently undergoes coupling, disproportionation, etc. ... 

Williamson synthesis Wohl-Ziegler reaction Wolff rearrangement Wolff Kishner reduction Wurtz reaction Wurtz-Fittig reaction... 

Wurster process Wurster salts Wurtz-Fittigcoupling Wurtz-Fittig reaction Wurtzite... 

This type of reaction is sometimes considered a variant of the Wurt2-Fittig reaction. 

Poly-p-phenylene has been prepared in the laboratory by a variety of methods, including the condensation of p-dichlorobenzene using the Wurtz-Fittig reaction. Although the polymer has a good heat resistance, with decomposition... 

The coupling of alkyl halides 1 upon treatment with a metal, e.g. elemental sodium, to yield symmetrical alkanes 2, is called the Wurtz reaction. Aryl alkanes can be prepared by the Wurtz-Fittig reaction, i.e. the coupling of aryl halides with alkyl halides. 

The synthetic applicability is rather limited, due to the various side-reactions observed, such as eliminations and rearrangement reactions. The attempted coupling of two different alkyl halides in order to obtain an unsymmetrical hydrocarbon, usually gives the desired product in only low yield. However the coupling reaction of an aryl halide with an alkyl halide upon treatment with a metal (the Wurtz-Fittig reaction) often proceeds with high yield. The coupling of two aryl halides usually does not occur under those conditions (see however below ) since the aryl halides are less reactive. 

Durene, pentamethyl benzene and hexamethyl benzene have usually been prepared from benzene or one of its methylated derivatives by the Friedel-Crafts synthesis.1 Durene has been made from bromine derivatives of methylated benzenes by the Fittig reaction.2 It has also been obtained in 20 per cent yield by passing methyl alcohol and acetone vapors over heated alu-... 

By analogy to the utilization of Zn° in the Wurtz-Fittig reaction (31), Scheme [6] illustrated for Zn° is proposed to account for the observed reaction between DBDPO and any other active metals such as Sb° or Bi°. 

The Fittig reaction does not proceed so simply as the above equations indicate. The work of Acree 3 and Schlubach 4 has shown that in the first phase of the reaction sodium compounds of the hydrocarbons are formed. These then react with the second molecule of the organic bromide and sodium bromide is eliminated ... 

Wurtz-Fittig reaction org chem A modified Wurtz reaction in which an aromatic... 

A mixture of an alkyl halide and aiyl halide gives an alkylarene when treated with sodium in dry ether and is called Wurtz-Fittig reaction. 

Aryl halides also give analogous compounds when treated with sodium in dry ether, in which two aiyl groups are joined together. It is called Fittig reaction. 

In the Wurtz Reaction, both halides are alkyl. For the Wurtz-Fittig Reaction, there is one alkyl and one aryl group, while in the Fittig Reaction, both coupling partners are aryl halides. 

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