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Why 3 eqiv of NaNH2 instead of just only 2?

andy1111
in Chemistry

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Hi Everyone,

 

Just a quick question. If you want to turn a vicinal dihalide into an aklyne, then why do you need 3 equivalence of NaNH2 instead of only 2 equivalence?

 

Thank you in advance. :)

  • Author

Why do you think you add any?

How much is left near the end?

 

I know that NaNH3 is a very strong base and is added to perform dehydrohalogenation but with two equivalence you've already turned the Vicinal dihalide into an alkyne. Why the extra equivalence? In my O-chem book it said the terminal alkyne acts as a weak acid but if you add another equiv of NaNH2 and then protonated it again you will still get the same product. Can you clarify this for me? Thank you in advance again.

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