Question

Explain Corey House Alkane Synthesis.Explain the reaction and reaction conditions .​

Answer 1

Corey House Alkane Synthesis

As the name suggests, it is a method of preparation of alkane either symmetrical or unsymmetrical .Therefore,it is an advantage over wurtz reaction which can be used for the preparation for symmetrical alkane only.

$\boxed{\green{Reaction\:involved}} \\ \\ R_2CuLi\:+R'\:X\: \overset{ether}{\longrightarrow}\:R-R'$

• The reaction follows anionic mechanism(Similar to wurtz reaction).

• The reagent used is called gilman reagent.

$\boxed{\green{Gilman\:Reagent}}\\ \\ \longrightarrow R_2CuLi\:is\:called\:gilman\:reagent$

• It is less basic as well as less nucleophilic than grignard reagent.

$\boxed{\green{Preparation\:of\:gilman\:reagent}} \\ \\ R-I\:+\:2LiI\: \overset{ether}{\longrightarrow}\:RLi\:+\:LiI \\ \\ \\ 2RLi\:+\:Cu_2I_2\: \overset{ether}{\longrightarrow}\: \boxed{R_2CuLi}\:+\:LiI$

Example on Corey House Synthesis

${(CH_3)}_2CuLi\:+C_2H_5X\: \overset{ether}{\longrightarrow}\: CH_3-C_2H_5$

Answer 2

$\huge\star\underbrace{\mathtt\red{✺A} \mathtt\green{N}\mathtt\blue{S} \mathtt\purple{W}\mathtt\orange{E} \mathtt\pink{R✺}}\star⋆$

The Corey–House synthesis (also called the Corey–Posner–Whitesides–House reaction and other permutations) is an organic reaction that involves the reaction of a lithium diorganylcuprate (R2CuLi) with an organyl (pseudo)halide (R'X) to form a new alkane, as well as an ill-defined organocopper species and lithium halide as byproducts.

Li+[R–Cu–R]– + R'–X → R–R' + "RCu" + Li+X–

In principle, a carbanion equivalent such as an organolithium or Grignard reagent can react directly (without copper) with an alkyl halide in a nucleophilic substitution reaction to form a new carbon–carbon bond. However, aside from the use of metal acetylides as nucleophiles, such a process rarely works well in practice due to metal–halogen exchange and/or the formation of large amounts of reduction or elimination side-products. As a solution to this problem, the Corey–House reaction constitutes a general and high yielding method for the joining of two alkyl groups or an alkyl group and an aryl group.