Organic Chem- acid catalyzed reation (1 Viewer)

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Hey can anyone help me with this question?

What is the major product from the acid-catalyzed hydration of 3-methyl-2-pentene?

a. 3-methylpentane
b. 3-methyl-1-pentanol
c. 3-methyl-2-pentanol
d. 3-methyl-3-pentanol
e. 3-methoxypentane

Would the answer by D? My reasoning is that when that OH- group bonds to the third carbon, that carbon will be bonded to 4 substituents, which is very stable. Is this correct?
the one rule to remember from all of O chem is the fact that tertiary carbocations are the most stable.


actually you are mistaken, tertiary carbocations are not the most stable

The order is as follows:

Substituded Allylic> 3 > Allylic > 2 >1 >Vinylic > Methyl


Science Advisor
Well, if you really want to be specific you'd better include benzyllic, doubly allylic, doubly benzylic, triply allylic, triply benzyllic, cations stabilized by adjacent heteroatoms, non-classical carbocations, cations destabilized by inductive withdrawing groups, and on and on....

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