What is a Grignard reagent used for?

2 Answers
Jul 17, 2016

A Grignard reagent is used for the making of #C-C# bonds.

Explanation:

While there are a wealth of organic reactions, the number of #C-C# bond formation reactions is relatively small. The Grignard reagent allows us to take an hydrocarbyl halide, metallate it, and then react this species with a carbonyl compound to make a #C-C# bond straightforwardly and directly. The Grignard reagent, while water sensitive, is not particularly air-sensitive. Of course, protic solvents, or alcoholic functionalities, must be avoided.

The Grignard reagent will react with ketones and aldehydes to form tertiary and secondary alcohols; with ethylene oxide to a primary alcohol that is 2 carbons longer; and with #CO_2# to form carboxylic acids after work up with 1 carbon added to the hydrocarbyl chain.

Still the best way to make a carboxylic acid is to pour an ethereal solution of the Grignard onto dry ice (and stand back). A magnesium carboxylate salt is formed that gives the carboxylic acid after work up:

#R-MgX + CO_2 rarr RCO_2^(-)(MgX)^+#

The Grignard reagent is not particularly effective in making #C-C# bonds with alkyl halides, but addition of copper salts can enable such reactivity. To end, I stress the vast utility of the reaction. An electrophilic reagent, an hydrocarbyl halide, is transformed into a strongly nucleophilic reagent, that is capable of #C-C# bond formation.

Grignard

Explanation:

hi Grignard reagent is used to increase the carbon chain
as Grignard look as
RMgX
i.e R here is negatively charged as carbon cannot hold that negative charge
it has to attack
and act as nucleophile

1.How dose it works
as it is negatively charged it attcks on positive charged species or partially positively charged species
i.e! carbon with partially positive charged
enter image source here

As oxygen is Electronegative atom it pulls electron towards itself and hence become partially negatively charged
and carbon becomes partially positively charged specie

Now grignard with negative carbon attacks on this enter image source here

oxygen pulls the bond as it is ok with negative charge on it
this negative charge is balanced by hydrolysis

this much is enough

But is carbon has some another strong leaving group besides this double bond and adjacent carbon like this enter image source here
as here it is chlorine

Grignard attcks
As when Chlorine is present Partial positive exists on carbon
and hence grignard attcks
on this attck
1.as oXygen didnt mind to take negative on it as it is electronegative atom
chlorine is so
and hence in attck of grignard ocurs two time BUT HERE OH IS NOT FORMED

WHY ??????
AS when O negative is formed in above step we Hydrolysed it But Now as soon as O NEGATIVE is formed Bond sHIfts down
and c double bond O is formed again and we getenter image source here
As cholrine leaves

And hen we need 2 moles of grignard
as one for the formation of O negative and other when chlorine leaves
as the strong leaving group around increase moles is increased

PLS NOTE
1. GRIGNARD REACTION IS CARRIED OUT IN DRY ETHER
2. AS SOME IF NOT
R negative will react with solvent and the product which we need is not obtained effectively