Which acid is stronger?
- Thread starter boks
- Start date
Hello,
Perhaps this page will help.
http://www.chemtutor.com/acid.htm
The link comes from this page of the EDUCYPEDIA with more links on the subject.
http://www.educypedia.be/education/chemistryacids.htm
Greetings,
Bretus
Perhaps this page will help.
http://www.chemtutor.com/acid.htm
The link comes from this page of the EDUCYPEDIA with more links on the subject.
http://www.educypedia.be/education/chemistryacids.htm
Greetings,
Bretus
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Well I make the compounds
1) cyclohexanol
2) phenol
3) 4methylphenol or p-cresol
4) dichlorophenol
5) trichlorocyclohexanol
Items 1 and 5 are cyclic alcohols which are generally less acidic than the 2,3,4 which are phenols. Ionisation is promoted in phenols compared to cyclo-alkanes/alcohols by the availability of resonance structures in phenols, which stabilise the ionised forms.
Item 5 has three chlorine atoms which stabilise the ionised form, by induction, over the simpler item1
But the phenols 2,3 and 4 will all be stronger.
Of the phenols 3 is slightly weaker than 2 because the methyl group supplies electrons to the ring whilst 4 will be stronger because the two chlorines withdraw electrons.
So 4 (3,4 dichlorophenol) is the strongest acid.
You will have to look up the pKa values for yourself.
Talking of resonance, I hope viewers do not confuse chemical resonance with mechanical/electrical resonance as discussed in other threads here. They are very different animals and bear no relation to each other.
1) cyclohexanol
2) phenol
3) 4methylphenol or p-cresol
4) dichlorophenol
5) trichlorocyclohexanol
Items 1 and 5 are cyclic alcohols which are generally less acidic than the 2,3,4 which are phenols. Ionisation is promoted in phenols compared to cyclo-alkanes/alcohols by the availability of resonance structures in phenols, which stabilise the ionised forms.
Item 5 has three chlorine atoms which stabilise the ionised form, by induction, over the simpler item1
But the phenols 2,3 and 4 will all be stronger.
Of the phenols 3 is slightly weaker than 2 because the methyl group supplies electrons to the ring whilst 4 will be stronger because the two chlorines withdraw electrons.
So 4 (3,4 dichlorophenol) is the strongest acid.
You will have to look up the pKa values for yourself.
Talking of resonance, I hope viewers do not confuse chemical resonance with mechanical/electrical resonance as discussed in other threads here. They are very different animals and bear no relation to each other.
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"Congratualations. You are the 1,000,000 visitor. Click here to win"
I don't see any chemistry question there, and I don't want to click through a bunch of advertising to get to one.
John
hi,1. The problem statement, all variables and given/known data
2. The attempt at a solution
Not I or V because here there's no increase in resonance stabilization.
I can't see and read some parts of your post.
