Why are Grignard reactions important?

1 Answer
Jun 10, 2016

Because (i) they are relatively easy to perform; and (ii), they are one of the few reactions to form C-CCC bonds.

Explanation:

A Grignard reagent may be made from a hydrocarbyl halide as shown:

R-X + Mg rarr R-MgXRX+MgRMgX

A carboxylic acid may be formed by pouring the Grignard onto dry ice:

R-MgX + CO_2 rarr R-C(=O)O^(-)""^+(MgX)RMgX+CO2RC(=O)O+(MgX)

A 2""^@2 alcohol may be made from an aldehyde:

R'-MgX + H(O=)CR rarr R'-C(O^(-)""^+MgX)R

A 3""^@ alcohol may be made from an ketone:

R'-MgX + R_1C(=O)R_2 rarr R'-C(O^(-)""^+MgX)R_1R_2

And from ethylene oxide, a 1""^@ alcohol may be isolated (i.e., the carbon chain is extended by 2 carbons):

R-MgX + C_2H_4O rarr RCH_2CH_2O^(-)""^+MgX

Grignard reagents are remarkably easy to make given dry solvents, and they are reactive beasts.