 Let's do another one of these mark up my competition. So are I good? Sorry, I gave it away Anyways, let's do another one of these where it says indicate how to synthesize the following compound from an alkene, so What alkene is it going to be well you have a choice it can be either one of two alkene so Since we've been doing well actually look strong both so it can either Can do either one of these alkene Or CH3 and they'll both give you the same so you can do one or the other We've been using this one for the last few problems, so let's let's go ahead and use this one So how am I going to do that from that alkene? So either way Either one of those molecules that you would have used either one of those as a starting material Would go through this Markovnikov addition And what you've got here is of course a methoxy group added to That tertiary or what's going to be the tertiary carbon? So how do you do that? Well you're going to have to use the alcohol that corresponds to that alkoxide and in this case since that's methoxy you're going to have to use methanol and H2SO4 or some proton source Okay, so remember the initial reaction between those two is the same as When you react with water very acidic Basic enough to remove that proton so when that happens We get the active ingredient the protonated methanol Okay, so this is very acidic and of course we get the conjugate base of sulfuric acid Very acidic, so it's going to protonate this Alkene so again we have a choice Which out which alkene or which curvil cation intermediate are we going to make are we going to make? this one Which is the secondary? Are we going to make remember there's already this one Which is the tertiary? And of course everybody knows by now that you got to make the tertiary over the secondary so this isn't going to happen So what is going to happen? Going to remove that acidic proton from methanol Making this tertiary carbocation and this actually is your active catalyst And we'll show you the regeneration of it in a second So you actually mix to make the catalyst in in situ Okay, so now you're going to Attack that electrophilic center remember the super electrophile right of carbocation you got a All right nucleophile there, so that's going to attack I'm going to give you another step to your reaction so tall Short boards So hopefully you guys can see we're almost there. I'm gonna leave those hydrogen up Okay, and now you didn't just add one molecule of methanol you added Many many of them So another molecule is going to see that Going to actually remove That proton there and then when you do that This becomes your product Like that and this Goes back and starts the reaction again. Okay, so it's the catalyst So what did we do here again? Markov Edition in this case it was methanol or a cognac of addition make the tertiary over the second