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Topic: why aprotic solvents in grignard  (Read 7677 times)

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Offline uracowman

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why aprotic solvents in grignard
« on: July 15, 2009, 08:06:43 PM »
Could someone tell me why the aprotic solvent diethyl ether is used in a grignard reaction? What exact does the aprotic solvent do anyway? I know it has something to do with the oxygen on the DEE.
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Offline nj_bartel

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Re: why aprotic solvents in grignard
« Reply #1 on: July 15, 2009, 08:24:41 PM »
Grignard reagents are strong, strong bases.
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Offline uracowman

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Re: why aprotic solvents in grignard
« Reply #2 on: July 15, 2009, 08:53:41 PM »
Quote from: nj_bartel on July 15, 2009, 08:24:41 PM
Grignard reagents are strong, strong bases.
Also if anyone else could answer this for me..

In this reaction we are forming benzoic acid from bromobenzene. The instruction say to add sulfuric acid to the solution after you react the grignard with dry ice, extract it with naoh, then reform it with hcl. What do the sulfuric acid and naoh do in this experiment?
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Offline AWK

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Re: why aprotic solvents in grignard
« Reply #3 on: July 16, 2009, 01:48:30 AM »
What do the sulfuric acid and naoh do in this experiment?
H2SO4 - decomposition of reaction mixture
NaOH - moving sodium benzoate into water phase
HCl - decomposition of salt and isolation of benzoic acid (benzoic acid is poorly soluble in water)
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AWK
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