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Topic: Dominant Equilibrium question  (Read 5385 times)

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Offline slayer

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Dominant Equilibrium question
« on: December 11, 2006, 04:43:26 PM »
(CH3)2NH2BrO

This is the answer that I got:

(CH3)2NH2+ (aq) + H2O (l) <---> OH- + (CH3)2NH (aq)

where (CH3)2NH2+ (aq) = Acid

where (CH3)2NH (aq) = Conjugate base

why is this wrong?

Offline Borek

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Re: Dominant Equilibrium question
« Reply #1 on: December 11, 2006, 05:08:29 PM »
How strong a base is BrO-?
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Offline slayer

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Re: Dominant Equilibrium question
« Reply #2 on: December 11, 2006, 05:25:13 PM »
weak base?

Offline Borek

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Re: Dominant Equilibrium question
« Reply #3 on: December 11, 2006, 06:49:40 PM »
HBrO pKa = 8.7
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Offline mdlhvn

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Re: Dominant Equilibrium question
« Reply #4 on: December 12, 2006, 11:16:44 AM »

(CH3)2NH2+ (aq) + H2O (l) <---> OH- + (CH3)2NH (aq)


definitely wrong reaction. Unbalance charge
Please check!

Offline slayer

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Re: Dominant Equilibrium question
« Reply #5 on: December 12, 2006, 05:00:38 PM »
Im still stuck on this problem. I dont know what my acid or base is.

Offline slayer

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Re: Dominant Equilibrium question
« Reply #6 on: December 12, 2006, 05:07:25 PM »
So, what i should be concentrated on is...

BrO- (aq) + H2O (l) <----> HBrO (aq) + OH- (aq) ??

Offline slayer

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Re: Dominant Equilibrium question
« Reply #7 on: December 12, 2006, 05:09:21 PM »
Borek,

why did you decide to rule out the (CH3)2NH2 from potentially being the base?

Offline Borek

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Re: Dominant Equilibrium question
« Reply #8 on: December 12, 2006, 05:16:28 PM »
BrO- (aq) + H2O (l) <----> HBrO (aq) + OH- (aq) ??

Yep. pKa for hypobromous acid is 9.7, pKb for dimethylamine is 3.3. Dimethylamine is much stronger base than HBrO is an acid. When they are in the form of salt situation reverses - conjugated base of HBrO (BrO-) is stronger then dimethylamine conjugated acid.

why did you decide to rule out the (CH3)2NH2 from potentially being the base?

Looks like you have a problem recognizing Bronsted-Lowry acids and bases. Protonated amine is an acid. It is a base BEFORE it gets protonated, as it is ready to accept proton. Once it gets protonated it is ready to donate a proton and as such it is an acid.
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