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Organic Chemistry

Why diethyl ether or furan is the specific solvent used in preparation of grignard reagent???

Profile image of S.G PANDA
8 Years agoGrade
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1 Answer

Profile image of Arun
ApprovedApproved Tutor Answer8 Years ago
Dear student
 
 

You see, furan is an enol and the ether which is usually used in Grignard as a solvent it is aprotic and can solvate the magnesium ion.

Why ether is used?

Well,

(A) It is aprotic solvent

What is aprotic?

A protic solvent is a solvent that has a hydrogen atom bound to an oxygen (as in a hydroxyl group) or a nitrogen (as in an amine group). In general terms, any solvent that contains H+ is called a protic solvent. The molecules of such solvents readily donate protons (H+) to reagents.

Conversely, aprotic solvents cannot donate hydrogen.

(B) Ether is a great solvating agent

The MgX bond in a Grignard reagent is ionic: R-Mg+lX−

Hence, it is difficult to form a Grignard reagent in a nonpolar solvent.

The C-O bond in an ether is quite polar, and the oxygen of the dipole can solvate and stabilize the R-Mg+ ion.

 

 

 

Regards

Arun (askIITians forum expert)