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This question confused me a little for the last option Benzene will be a more stable carbocation than the carbocation of 5th , but benzene is more stable than 5th and protonation will be harder , when given situations like these what to do
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Opt
Opt6d ago
You mean carbanion? You won't have carbocations or protonation here. It's carbanions and de-protonation
Gamertug
GamertugOP6d ago
oh yes mb carboanion
Gamertug
GamertugOP6d ago
also i thought 1 would be best , but after thinking that 4 goes from anti to aromatic it makes sense , but why is 5 more than 1
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Opt
Opt6d ago
Ok, so instead of using just ion logic, also think of reactions where you've seen this happen. How do you test for presence of a terminal alkyne? @Gamertug
Gamertug
GamertugOP6d ago
Ag2O one? i only know it happens idk what happnes
Opt
Opt6d ago
Or tetrammine copper(1) chloride yes Basically, you get an acetylide salt Which means that the proton is getting replaced by a metal atoms really quickly, really well So, it's acting like an acid almost. Which means that it's more acidic right? But if you add benzene to ammoniacal copper chloride, you won't get a precipitate So it's not as acidic
Gamertug
GamertugOP6d ago
ah ic but wouldnt extra stuff also effect the acidity capability here we are talking abt when its isolated
Opt
Opt6d ago
Yeah, but experimental evidence is a better indicator than theoretical assumptions
Gamertug
GamertugOP6d ago
so there isnt any way to do this question for sure? only assumptions?
Opt
Opt6d ago
Well, that's the logic. Stability of conjugate base. Except that ethyne is clearly more acidic than the benzene ones, and gaining aromaticity is the most preferential option
Gamertug
GamertugOP6d ago
what how is it more acidic i still dont get that evertyhing else i understood
Opt
Opt6d ago
Because it reacts with metal, when benzene doesn't.
Gamertug
GamertugOP6d ago
that doesnt make any sense
Opt
Opt6d ago
?
Gamertug
GamertugOP6d ago
it would mean it is more reactive to metal what will that have to do with acidity
Opt
Opt6d ago
To be precise, metals displace hydrogen from it more readily
Gamertug
GamertugOP6d ago
maybe its affinity for metals is higher
Opt
Opt6d ago
That is the definition of a Bronsted-Lowry acid..... Ready proton donors
Gamertug
GamertugOP6d ago
ye metal displaces the hydrogen , we are talking abt hydrogen leaving on its own
Opt
Opt6d ago
Not necessarily. Acidity also means ease of proton abstraction, not just ease of self-ionisation
Gamertug
GamertugOP6d ago
ic i understand it now +solved @Opt
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