# How are Grignard reagents stable in an ethereal solution? [duplicate]

I have heard of the leveling effect, which mentions that highly basic ions cannot exist in a solvent if it's acidity is high enough to be deprotonated by the base.

Considering that, check out the Grignard reagent. I'll use a methylgrignard for this purpose, generated in a diethylether solvent.

This Grignard reagent furnished methanide ions ($\ce{CH3-}$). This ion can abstract protons from any compound thats more acidic than methane. Diethyl ether possesses $\beta$-hydrogens that are easily abstracted due to the inductive pull of the oxygen atom:

The inductive pull may not be much, but it certainly makes it more acidic than a regular hydrocarbon hydrogen.

However we know that Grig reagents do work in ethereal solvents. How is it so?

Edit: This isn't a duplicate of the mentioned question. My question deals with acidity of $\beta$ hydrogens.

## marked as duplicate by ringo, paracetamol, Nilay Ghosh, airhuff, MithoronJun 22 '17 at 15:13

• True, the question asks something different. The answer will be largely the same. Voting to leave open (as per site policies) and waiting for someone to give practically the same answer, referencing the other question ;) – Jan Jun 22 '17 at 11:48