Destroyer OC: #71

[Mrbubbles]

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hi,

anyone with destroyer help me out!
i understand the step up until --> 1. 3NaNH2, NH3 2. H20, how does that turn an alkane into an alkyne?

I thought Na, NH3 (l) turns alkynes into trans alkenes (Kaplan said that)

and also what does HgSO4/H2SO4, H20 do to an alkyne?

 

[TheGreenWave]

hi,

anyone with destroyer help me out!
i understand the step up until --> 1. 3NaNH2, NH3 2. H20, how does that turn an alkane into an alkyne?

I thought Na, NH3 (l) turns alkynes into trans alkenes (Kaplan said that)

and also what does HgSO4/H2SO4, H20 do to an alkyne?

You are right about NaNH3, it is similar to Lindlar's catalyst, except it forms trans alkenes. The reaction in problem 71 is different and will pull of the Br's leaving a triple bond.

HgSO4/H2SO4 , H2O is an acid catalyazed addition of OH. Since there will still be a double bond, it can tautomerize from an enol to a ketone! Hope that helps

 

[Mstoothlady2012]

Be carefull!! NaNH2, NH3 is different than Na, NH3 Check this out!

http://www.chemistry.ohio-state.edu/organic/flashcards/

 

[Mrbubbles]

thank you guys, i guess it's just a matter of memorizing =(