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CHEM 343- Unit 1

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Question
Answer
aromaticity requirements   4n+2 total electrons (odd number of pairs); all atoms must be sp2 or sp hybridized  
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antiaromatic compounds   4 pi electrons -> free radicals, very unstable  
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inductive effects   electronegativity -> almost everything is more EN than H, but inductive effects aren't as important as resonance  
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Sandmeyer reactions   use N2 on benzene to add other substituents in its place  
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class 1 carbonyls   undergo nucleophilic acyl substitution rxns (3rd ox level)  
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class 2 carbonyls   undergo acyl additions (2nd ox level)  
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zero oxidation level   all alkanes (bound to 0 more EN atoms)  
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1st oxidation level   (alcohol ox level) -> bound to 1 more EN atom  
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2nd oxidation level   (ketone ox level) -> bound to 2 more EN atoms  
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3rd oxidation level   (acid ox level) -> bound to 3 more EN atoms  
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4th oxidation level   bound to 4 more EN atoms  
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kicking out LG on carbonyl addition   more basic= better at kicking out LG, but this can be overwhelmed by concentration effects of nucleophile  
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three important hydride sources   sodium borohydride, lithium aluminum hydride, DIBAL  
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what does LiAlH4 reduce?   acids, amides, esters, ketones aldehydes  
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what does DIBAl reduce?   acids (requires heat!), amides, esters, ketones aldehydes  
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what does NaBH4 reduce?   ketones and aldehydes only  
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# pi electrons- antiaromatic   4n  
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# pi electrons- aromatic   4n + 2  
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