which of the following is least likely to be protonated by H2S04?

[A6project]

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a) 2,2-dimethylpropane
b) propene
c) propanol
d) methoxymethane
e) ethanoic acid

ans: (a) but why?

 

[bharat008]

a) 2,2-dimethylpropane
b) propene
c) propanol
d) methoxymethane
e) ethanoic acid

ans: (a) but why?

Well that's because "A" is fully saturated and there is no way you can add more hydrogens to that thing. If you look at other choices they are unsaturated like in B and others contain CARBONYL group which could be protonated so they can leave as a GOOD LEAVING GROUP... 👍

 

[flin5845]

a) 2,2-dimethylpropane
b) propene
c) propanol
d) methoxymethane
e) ethanoic acid

ans: (a) but why?

It is an alkane....Where would it get protonated at? There is no extra electrons hanging out

B. protonated across double bond
C. protonated at hydroxy. Lone pair on oxygen
D. protonated at methoxy. Lone pair on oxygen
E. carbonyl and hydroxy.

 

[A6project]

oh ya duhhhh!
it makes sense!

thanks!!!

 

[Polk]

Which is the less basic?