2011 DAT Destroyer #46 OCHEM

[pandalove89]

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so the reaction is a double dehydrogenation of 2,3-dibromobutane by using reagents 3NaNH2, NH3 with H2O giving us products 2 butyne.


I thought it would be E1 since the H2O is polar protic but the answer is E1.


Why?


Also is the OCHEM section for destroyer overkill? I'm getting my ass kicked.

 

[PooyaH]

The answer should be E2. Just memorize the fact that formation of an alkyne is E2 regardless of the solvent.

 

[Hope30]

Another thing I want to add, majority of elimination reaction is E2. If you are in doubt whether it is E1 or E2, choose E2.

 

[frances362002]

It should be E2. In Vollhardt's Organic Chemistry text book, there's a table telling you what reaction will take place. NH2- is a strong base, and the halide is a secondary halide, according to the table, E2 should take place.

Also Destroyer IS overkill for Ochem. I just took the test yesterday, and the Ochem was quite easy.

 

[rmm30]

It should be E2. In Vollhardt's Organic Chemistry text book, there's a table telling you what reaction will take place. NH2- is a strong base, and the halide is a secondary halide, according to the table, E2 should take place.

Also Destroyer IS overkill for Ochem. I just took the test yesterday, and the Ochem was quite easy.

I remember that table. It was fantastic and almost foolproof.