An Introduction To Grignard Reagents

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AN INTRODUCTION TO

GRIGNARD REAGENTS
This page takes an introductory look at how Grignard
reagents are made from halogenoalkanes
(haloalkanes or alkyl halides), and introduces some of
their reactions.

Making Grignard reagents


What are Grignard reagents?
A Grignard reagent has a formula RMgX where X is a
halogen, and R is an alkyl or aryl (based on a
benzene ring) group. For the purposes of this page,
we shall take R to be an alkyl group.
A typical Grignard reagent might be CH3CH2MgBr.
The preparation of a Grignard reagent
Grignard reagents are made by adding the
halogenoalkane to small bits of magnesium in a flask
containing ethoxyethane (commonly called diethyl
ether or just "ether"). The flask is fitted with a reflux
condenser, and the mixture is warmed over a water
bath for 20 - 30 minutes.

Everything must be perfectly dry because Grignard


reagents react with water (see below).

Warning! Ethoxyethane (ether) is very dangerous to


work with. It is a liquid with a boiling point of only
34.5C, and is extremely flammable. It is also an
anaesthetic. Under no circumstances should you try to
carry out this reaction without properly qualified
guidance.
(I was challenged by a reader because I had
previously used the word "inflammable" rather than
"flammable" in this paragraph. In fact, confusingly, the
two words mean exactly the same thing. However, by
switching to "flammable", I have removed any possible
confusion.)

Any reactions using the Grignard reagent are carried


out with the mixture produced from this reaction. You
can't separate it out in any way.

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