grinard + alcohol

[datdat]

could anyone explain this reaction :

CH3CH2Cl 1.Mg,ether 2.CH3CH2OH


i'm sure that this is the grinard + primary alcohol...
but don't know what the product will be by which rxn?

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[Valigator00]

could anyone explain this reaction :

CH3CH2Cl 1.Mg,ether 2.CH3CH2OH


i'm sure that this is the grinard + primary alcohol...
but don't know what the product will be by which rxn?

I believe it will be Ethane + salt. (cuz grignard reagent attacks the hydrogen atom)

 

[UCB05]

My guess would be:
CH3CH2Cl + Mg -> CH3CH2MgCl
CH3CH2MgCl + CH3CH2OH > CH3CH3 + CH3CH2O- + +MgCl
-> Ethane + CH3CH2OMgBr

CH3CH2- being a strong base would abstract the slightly acidic alcohol H+ to form the ethane and alkoxide

 

[kkmaths90]

Agree with UCB05 😛 😀 grignard reagents very strong bases so whenever they reaction with acids or alcohol, they remove their acidic hydrogen.

 

[WOAHHI]

do grignard reagent's react with acidic alpha hydrogens?

 

[UCB05]

do grignard reagent's react with acidic alpha hydrogens?

Well, if there's an alpha hydrogen, there's a carbonyl group. The carbonyl carbon is a much juicier target for the grignard reagent.

 

[WOAHHI]

thanks!