[lutesium]

Dear Sir/Ma'am

Can you explain me the mechanism of deprotonation w/ NaH

Any help would be appreciated

Thank you very much!!!

[Yggdrasil]

In contrast to most other hydrogen ions, the hydrogen ion in NaH is a hydride anion (H^-), a hydrogen nucleus plus two electrons.  This hydride ion will react with an acidic proton to produce hydrogen gas:

H^- + HA --> H₂ + A^-

[lutesium]

Thanx for enlightening me about this matter!!!

And the Na+ ion goes to the place of the Acidic Hydrogen creating an organometallic compound!!! Right???

Thank you very much!!!


Lutesium...

[ultrashogun]

Thanx for enlightening mme about this matter!!!

And the Na+ ion goes to the place of the Acidic Hydrogen creating an organometallic compound!!! Right???

Thank you very much!!!


Lutesium...

No it just goes as the new countercation to the newly formed anion.

[lutesium]

What do you mean by counteraction like a sodium salt of an acid??? Or like phenobarbitone sodium???

[ARGOS++]

Dear Lutesium;

You misspelt it, why you misunderstood it.

CounterCation not ConterAction! – And that’s why polar but Aprotic Solvents are required!
In case of protic solvent the built Cation would “first/prior” react with the solvent.
That’s why in such cases THF, DMF, or DMSO (etc.) is used.
THF may be weakest who resist the Deprotonation and even solves (at least) several Sodium Salts.

Additionally you may read:    "Deprotonating”
(It has several in common with you other Question.)


Good Luck!
                    ARGOS⁺⁺

[ultrashogun]

Just think of the hydride ion as a really strong base and the aother compound as an acid. And yes, it would be a sodium salt.

[lutesium]

So to make it clear it will be a salt of an acid right???

[puppy8800]

Yes