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Topic: Determination of stronger conjugate acid?  (Read 3374 times)

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Offline spatel91

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Determination of stronger conjugate acid?
« on: November 01, 2010, 08:17:24 PM »
Rank the following bases in order of increasing conjugate acids. Why are they in this order? If anyone can help explain how to determine this, it would be greatly appreciated as I have no idea how to!

C3H7O
BrH2C--CO=O
H3C--CO=O
Br3C--CO=O
--------------------
Cl2HC--CO=O
ClH2C--CO=O
Cl3C--CO=O
H3C--CO=O
*The double bonded O's are double bonded to the second Carbon, not to the O*

Offline nj_bartel

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Re: Determination of stronger conjugate acid?
« Reply #1 on: November 02, 2010, 12:36:39 AM »
Brush up on inductive effects and resonance

Offline saden99

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Re: Determination of stronger conjugate acid?
« Reply #2 on: November 02, 2010, 09:13:28 PM »
There are several rules to follow when determining a stronger conjugate acid.

As nj_bartel said, resonance and inductive effects play their roles.

So does charge, bond strength and electro-negativity.

You could ask yourself what the weaker base is.

charge:neutral bases weaker than anionic

bond strength:decreases down a group, weaker bond is weaker conjugate acid

electro-negativity: increases across period (more EN=more stable=weaker base)

resonance: more resonance=more stable=weaker base

inductive effects: nearby EN atoms pull charge towards them and cause weaker base

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