TBR Orgo I section I #8

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.

pmarank

Full Member
10+ Year Member
Joined
Aug 11, 2010
Messages
180
Reaction score
10
From the first set of "Review Questions" number 8 says, "The greatest amount of energy is required to break which of the following C-C bonds?"

I knew to cancel out choices A and B because double bonds require more energy to break. I then thought the answer was C because if you look at table 1 "H3C-CH3" has a BE of 88 and "H5C2-CH3" has a BE of 85, so I thought by analogy answer D would also have a lower BE. I don't really understand the explanation either because it says, "A lower heat of hydrogenation implies that a reactant alkene molecule is more stable and thus a stronger bond"...Isnt -32.6 lower than -26.4? I don't really remember much about "enthalpy" and but is that necessary to solve this problem?
 
so here you are looking for the most stable molecule, because that would require the greatest energy to break the bond. so you are thinking correctly.

- eliminate the single bond options - check

Now you are left with an unsubstituted sp2 carbon and a disubstituted sp2 carbon. for ALKENES the more substituted you are the more stable! so pick D to feel happy.

and the BE's you were looking at are for single bond carbons right? not double bonds.

hope that helps.. correct me if im wrong. :laugh:
 
Top