Show how each of the following compounds can be synthesized fr...

Question

Show how each of the following compounds can be synthesized from the given starting materials:

c. Synthesis reaction showing the conversion of 1-bromopropane to a ketone compound.

Accepted Answer

Hey, everyone and welcome back to another video, write a possible reaction sequence to synthesize the following aldehyde from the given kill ha. The starting material is one chloro two methyl propane and we are producing four methyl fentaNYL. So let's think about a possible synthesis of the aldehyde given. Now, it's really important for us to understand that we are adding two carbon atoms to our chain and we can essentially label them in red, right? So we have two additional carbon atoms replacing chlorine. The starting alky halite is a good substrate for us. So we can easily choose a specific new file to perform an essence a reaction because we have a primary substrate. So we can replace our good living group, which is our plural group with a specific nu file which must be charged. And the easiest way to add two carbon atoms is actually to use a satellite and ion. So we are going to draw a two carbon chain, the two carbon atoms are triple bonded. So we have our satellite and ion and based on an essence two reaction, we are attacking the electrolytic position, followed by the loss of the lead group. And that allows us to get a terminal alkin, right? Because we have chosen acetylene or more accurately speaking, the conjugate base of acetylene, right. So in this case, we are going to get our terminal alk. So let's try it out. Now, we are adding two carbon atoms to our chain replacing our chloral group. So we are going to draw that triple bond and from here, we are going to think about our next step. What is the way for us to get an aldehyde out of an alkin? Well, if we use a terminal alkin, we can simply use hydration oxidation if we use hydro operation oxidation, which requires us to use two steps. The first one of them is to use diy borane in the presence of tetra hydro Furin. And the second step would be addition of hydrogen peroxide hydroxide and water our typical regions, right. So if we perform that reaction, we are going to get the aldehyde required. In other words, we are getting our five member chain, we can essentially turn carbon number five into an aldehyde group. So that will be our and then we are adding our muscle group. And that's exactly the product that we are seeing in the final stage of the given reaction, right. So that's our target molecule. The only difference is that instead of stating cho we have expanded our aldehyde. So now for complete clarity, let's see why hydration oxidation works. And when we essentially have our alk let's redo it in hydro operation oxidation. We have to remember that first of all, we are forming the Ant Marconi we chemistry product in which the alcohol group is added to the more, the less substituted carbon and hydrogen is added to the more substituted carbon. And specifically, we are going to break our pie bond. And in this case, we are getting our. So if we scroll down a bit, we understand that one of the pi bonds remains, but we have our five number chain, we are going to get our double bond and then we are going to add our alcohol group. And let's remember that emails, right? That would be our email. They are not really stable and they easily totem r into ketones. So the lone pair and oxygen is capable of forming a pi bond because we have an adjacent pie bond, which can be proton by the proton capture from oxygen. And then we are going to transfer our oxygen, hydrogen electrons onto oxygen in the form of a lone pair. So we are going to get our five member chain and we understand that the we lost carbon that we have added is now our C O group, if you carefully consider the implicit hydrogen atom. So if we throw it out, we get our aldehyde group, right? So we have our C O double bond hydrogen and then we are adding our remaining metal group at the beginning of the chain. Well done. So we understand how the reaction works. We're getting an which totems into an aldehyde. So the proposed set of regions works for us. Meaning if we complete our synthesis, we can essentially state that for the first reaction, we can use our satellite and ion, right, we have our hydrogen terminal, hydrogen bonded to carbon triple bond between two carbon atoms. We know that it's a satellite. So we can use sodium aside, right? If we want to add that Ron spectator, that would be our first reaction. In the first reaction, we are producing a terminal alkin using an essence reaction, right? So that would be our essence two reaction. And then when we get our terminal alkin, we're using hydration oxidation to get the final aldehyde when our eno undergoes Tom. Well done. So we are ready to label our final answer and conclude the video. Thank you for watching.

Show how each of the following compounds can be synthesized from the given starting materials:
c.

Key Concepts

Alkynes and Alkynide Ions

Nucleophilic Substitution Reactions

Synthesis of Aldehydes

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