Organic Acidity/Basicity trends

[DesiDentist]

I was wondering if anyone has any useful suggestions/hints on problems in Ochem concerning acidity/basicity. I believe the DAT tests on this topic and I was trying to find like a chart or something that explains all the rules. If anyone can share their insight that would be wonderful.

Also, if you could mention the types of problems you encountered on the DAT that would really help me focus, as there is a whole bunch of stuff I have to remember.

Thanks,

DesiDentist

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[vixen]

I remember I had some ranking questions, like rank in order of increasing acidity.

 

[vixen]

electron withdrawing groups: increase acidity (decreasing basicity),
electron donating groups: decrease acidity, increase basicity,

where on the molecule makes a difference also...

like if you had:

CH3-CH2-CH2-CH3

CH2Cl-CH2-CH2-CH2Cl

CH3-CH2-CH2-CHCl2 this would be the most acidic, then the previous, then the first.


That's about it for now.

 

[Dentalstu02]

One thing that is important is the fact that the more electronegative the molecules are on a compund the more acidic it will be. However, the exception to this are the Halogens, which increase in acidity down the column.
HF is less acidic than HCl etc..

 

[sallycinnamon]

hi there,

this is what i have from my orgo notes: BEAN
the rectangle is the PT
B = Basicity (highest)
E = Electronegativity (Highest, F = 4.0)
A = Acidity (highest)
N = Nothing

B _____________E
l l
l l
L____________l
N A

hope this helps
g'luck!
- sallyC!