huckel rule??HELP

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utdent20

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So i think i've posted before that i don't understand aromaticity.. i 've gottent the part that the structure must be a ring and conjugated but teh counting of electrons and charges via huckel rule still not comprehending to my mind!!.. lookign at # 44 on the destroyer.. why is choice B horrible?? or C not aromatic.. I need to understand i am taking this in a week.. HELP HELP!! PLEASE...
also
What are the rules that go for the tollens and benedicts test?? if tollens turns out positive what is it?? and so on..
 
my way to determine:
Aromatic (2,6,10,14,18...)
Anti (4,8,12,16,...)
NON aromatic (has sp3)

counting: one doublebond equals 2, one lone pair = 2, one oxygen in a ring count 2, or one (S) in a ring count 2, one NH count 2.
ex, heptalene (6 double bond = 12 pi electrons(counts) = antiaromatic)
pyridine (2 double bond + 1 double bonded to nitrogen = 6 pi e = aromatic)
cyclopentadienyl anion ( 2 double bond and an anion = 6 pi electrons= aro)

do NOT COUNT: proton (+), nor CH-N=CH
 
so looking at problem # 44 in destroyer, woulnd't D be anti aromatic ???
 
No. Answer D is non-aromatic because the bottom most carbon is sp3. Just because something has 4 or 8 e-s don't automatically look for it to be anti-aromatic. if you see any sp3 Cs with four bonds, anti and aromatic are out the window pretty much. you agree keliao?
 
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