1. Not finding help here? Sign up for a free 30min tutor trial with Chegg Tutors
    Dismiss Notice
Dismiss Notice
Join Physics Forums Today!
The friendliest, high quality science and math community on the planet! Everyone who loves science is here!

Organic Chem- acid catalyzed reation

  1. Feb 7, 2006 #1
    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?
     
  2. jcsd
  3. Feb 7, 2006 #2
    the one rule to remember from all of O chem is the fact that tertiary carbocations are the most stable.
     
  4. Mar 29, 2006 #3

    DDS

    User Avatar

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

    The order is as follows:

    Substituded Allylic> 3 > Allylic > 2 >1 >Vinylic > Methyl
     
  5. Mar 29, 2006 #4

    movies

    User Avatar
    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....
     
Know someone interested in this topic? Share this thread via Reddit, Google+, Twitter, or Facebook

Have something to add?



Similar Discussions: Organic Chem- acid catalyzed reation
  1. Acid base reations (Replies: 8)

Loading...