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Retrosynthesis of 5-nonanone from 1-butanol challenge!
Organic
chestercat
  • chestercat
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Suggest a synthesis starting with the butanol and feel free to use whatever reagents you like. |dw:1444202110113:dw|
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If you can answer this correctly in the next 10 minutes I will pay you 1000 dollars and call you king of organic chemistry.
dan815
  • dan815
challenge accepted

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GL lolol
dan815
  • dan815
|dw:1444202595738:dw|
dan815
  • dan815
|dw:1444202701960:dw|
dan815
  • dan815
bahahahahahaha 1000 bucks
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Cool looking good, what's this:|dw:1444202794234:dw|
dan815
  • dan815
Pentanenitrile
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Huh, what reagents are you using? :^)
dan815
  • dan815
hahahaha dont ask me pls im crumbling
dan815
  • dan815
I cheated for abb0ts title, anyone would have done the same thing in my shoe, many kings did not play fair
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Hahaha what is this square thing xD |dw:1444202952873:dw|
dan815
  • dan815
its supposed to be a triple bond lol
dan815
  • dan815
at the time it looks liked a square to me
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Ok last question, what's the solvent: |dw:1444203030801:dw|
dan815
  • dan815
http://prntscr.com/8omyqk
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Hurry answer, what solvent are you using during that step! Time is about to run out! xD
dan815
  • dan815
why is this problem useful?
dan815
  • dan815
to make alcohol?
dan815
  • dan815
solvent eh
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It's just a random simple fun problem just like any integral.
dan815
  • dan815
o really
dan815
  • dan815
i didnt know chemistry is about these kinda puzzles
dan815
  • dan815
so if i sit thru memorizing the basic groups and structures, then ill get to be able to make whatever i want?
dan815
  • dan815
with logic
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Yeah!
dan815
  • dan815
hmm
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That's why organic chemistry is so much fun. It's all synthesis puzzles.
dan815
  • dan815
if you had gas like octane fuel, can you turn that into drinkable alchohol
dan815
  • dan815
given your chem knowledge rn
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It might be possible but it would be a waste of time and energy haha.
dan815
  • dan815
like octane, nonane same thing right
dan815
  • dan815
hmm i just realized a chemist is like the purest form of an engineer
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octane is actually a very specific thing when used by laypeople to talk about fuel, it's an 8 carbon alkane chain and I think it has some branching, I just looked it up, they use iso-octane as the rating for fuels, which has an IUPAC name of 2,2,4-trimethylpentane which is just a way to name the graph: |dw:1444203673782:dw|
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Systematic naming of compounds is something everyone learns to do in organic chemistry 1, so it's pretty useful when looking stuff up, but yeah each vertex is a carbon atom and it is assumed that each carbon has 4 bonds (4 edges) however there aren't 4 bonds at every corner. That's because hydrogen atoms are assumed to be bonded otherwise.
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|dw:1444203818932:dw|
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Here's a fun one, check this reaction sequence out: |dw:1444203961672:dw|
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Here I used the same reagents in different orders and got addition to the ring in different places because they're different directing groups. And this isn't just some nonsense playing around, people use this to make all sorts of things, plastics, medicines, or even similar biological molecules. My final project for Advanced Organic chemistry was learning about the synthesis of this from basically nothing: http://scifun.chem.wisc.edu/chemweek/chlrphyl/chlrphyl.gif The guy who did this was a genius and earned his Nobel prize and did quantum mechanics in order to understand the orbitals and bonding. Bonding actually goes through quite a lot of interesting things, such as mobius loop intermediates. A cool thing: http://www.chem.wisc.edu/areas/organic/studsemin/amberger/amberger-sem.pdf Yeah the great thing is that mobius shaped molecules don't form in nature but if you make them in a special way such that their wave function is a certain thing they're actually stable so this sort of stuff eventually ends up all mixing together into math and physics.
dan815
  • dan815
cool
dan815
  • dan815
he made that chlrophyl thing?
dan815
  • dan815
thats true, i guess i never thought about how many different kinds of engineered materials there are around us now
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Yeah, at the time they didn't have the same spectroscopic techniques that we have today so one way to confirm a molecules structure was to create it independently. I mean everything is chemistry, we're all stuck together with tiny balls dan. :P

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