Predict the products you would expect from the reaction of LiALH4...

Question

Predict the products you would expect from the reaction of LiALH4 follwoed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent.

(a) CH3-(CH2)8-CHO

Accepted Answer

Alright. Hey everyone. So for this question we must provide the final product of the reaction in which the following compound is treated with lithium aluminum hydride in methanol followed by hydraulic sis. So let's talk about lithium aluminum hydride for a second recall that lithium aluminum hydride is an incredibly strong reducing agent. And one thing about this molecule that should hint towards it being a reducing agent is the presence of these four hydrogen that we have here. It's lithium aluminum hydride. Right? So that's a pretty good tip to kind of keep in mind because generally speaking, when you see a re agent that has a lot of hydrogen, like lithium aluminum hydrate does, it's most likely going to be a reducing agent. So just keep that in mind. But anyways, let's take a second to draw out our starting material. Before we talk about how lithium aluminum hydride reacts. So we have it looks like we have a straight chain of carbons followed by an AL to hide at the end. So we have a four carbon chain in total. That's and this last carbon over here is our Aldo hide. So this is our starting material. And now let's talk about what's actually going to happen here. So recall as well that lithium aluminum hydrate reacts with many different compounds that contain carbonnel groups that contain C double O groups. That includes all the high ketones. Carl oxalic acids and esters. Now all the hides. Like the one that we have here, along with carl oxalic acids and esters will react with lithium aluminum hydride to produce a primary alcohol. It's going to be reduced all the way down to a primary alcohol. So that's exactly what we're gonna see here. Right when we react this alga hide with lithium aluminum hydride in methanol as our solvent. We're going to end up with the same carbon chain but with a primary alcohol instead. Or actually let me backtrack my bad. So that actually wasn't the final story. That was my mistake because lithium aluminum hydrate will reduce but it will not protein eight. So we end up with this an ion instead. That must be predominated by our hydraulic assist step that we have at the very end of that. Um Problem text. So we need in a separate step we need to add acid in our hydraulics. This reaction to actually Protein Eight that um alcohol so that we have our O. H. Group over here. So this is your final product. Like I said before we went from an AL to hide to a primary alcohol by reacting it with the theme aluminum hydride which is an incredibly powerful reducing agent. So that's pretty much it. Thanks for watching. And I hope this helped you

Predict the products you would expect from the reaction of LiALH4 follwoed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent. (a) CH3-(CH2)8-CHO

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