help destroyer ochem 119

[yahoogoogle]

---

Members do not see this ad.

the question asks which compoud would not react with methylmagnesium chloride. since the grignard compound is basic, the idea for this question is to look for basic or least acidic compound from the 5 choices. I picked answer d ( methylamine ) but the correct asnwer says it's diethylether, which is not very acidic compared to others but is definitely more acidic than sp3 amine. if Dr. Jim put amide instead of amine, that would make a lot more sense for this question. Do you guys think it's a typo or what?

 

[quikag1]

the question asks which compoud would not react with methylmagnesium chloride. since the grignard compound is basic, the idea for this question is to look for basic or least acidic compound from the 5 choices. I picked answer d ( methylamine ) but the correct asnwer says it's diethylether, which is not very acidic compared to others but is definitely more acidic than sp3 amine. if Dr. Jim put amide instead of amine, that would make a lot more sense for this question. Do you guys think it's a typo or what?

Sorry to tell you but Dr. J is definitely correct here. You have a good strategy of looking for the concept that the question is trying to test you on, but you have it wrong here. The concept is that ether does not react with a grignard. And you might ask me how I know that?...So Ill answer you that ether is used as the solvent for grignard rxns and does not change the course of the rxn. But you are correct in your thought process that acidic hydrogens do ruin grignards. Hope this clarifies things for you