GOC basicity

Main thoda confusion Answer is option 1
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@Dexter
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Nimboi
NimboiOP2mo ago
just generally confused ill stop yapping
Opt
Opt2mo ago
Increasing pKb is decreasing basic strength. Highest is 1st because 3° amine and OCH3 increases electron density on N by +R. CN and OH in meta both reduce reduce electron density by -I. So they're last, 2 is second. CN is a stronger -I group than OH so it's last. 1,2,4,3 should be the order That's uhh option 1 Yup, it's option 1 according to what you sent as well
Nimboi
NimboiOP2mo ago
ah oke
Opt
Opt2mo ago
@Nimboi
Nimboi
NimboiOP2mo ago
typically we assume secondary > primary > tertiary right my teacher told me to assume aqueous medium where not mentioned (its worked in previous questions) due to solvation effects, the order changes
Opt
Opt2mo ago
It depends on the amine. Don't bother memorising the order, just remember the logic.
Nimboi
NimboiOP2mo ago
yeah i get that, but solvation effect is also a legit logic due to which the order can change
Opt
Opt2mo ago
It's basically a competition between steric hindrance and electronic effects Plus, that order only applies in the absence of aromaticity or resonance, and usually only for aliphatic compounds. Cyclic systems are a whole new can of worms. But since you have resonance here, electronic effects take priority. Did you get it?
Nimboi
NimboiOP2mo ago
Ah ok that makes sense Because I just looked it up and in solvation effect, a major factor is the small size of a primary amine Which doesn't really apply when there's a big ring attached to all of the options Thanks :) +solved @Opt
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