Double Bonds
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Double Bonds
When drawing a Lewis structure like COCl2, how do you decide if the CL or O gets the double bond? Is it usually the element with the higher ionization energy?
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Re: Double Bonds
Hey! You would look at the formal charges to see where the double bond should go. You want the formal charges to be as close to 0 as possible.
For COCl2, if you put the double bond b/w C & Cl, the Cl atom will have a formal charge of +1 & the O atom will have a formal charge of -1.
If you put the double bond b/w C & O, all the atoms' formal charges will be 0. Therefore, this is the preferred (most stable) structure.
For COCl2, if you put the double bond b/w C & Cl, the Cl atom will have a formal charge of +1 & the O atom will have a formal charge of -1.
If you put the double bond b/w C & O, all the atoms' formal charges will be 0. Therefore, this is the preferred (most stable) structure.
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Re: Double Bonds
Like others said, find the one with the least formal charge, but if resonance is in question, you'll want both types with an arrow pointing between the two.
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Re: Double Bonds
Look to see which one would have the lowest formal charge, but also it would make sense for the higher ionization element/more electronegative element to get the partial negative charge if you couldn't form a double bond. Also you need to make sure that Cl wouldn't have a + charge, because Cl is very electronegative and doesn't want to share electrons.
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Re: Double Bonds
You'd look to see if the formal charge of the molecule would be 0 because it's more stable/more likely to happen.
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Re: Double Bonds
You would want to place the double bond wherever it makes the formal charges closest to zero
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Re: Double Bonds
You would place the double bond where it would result in the lowest formal charges.
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Re: Double Bonds
Like everyone said, you want to take into account how the double bond will affect formal charge (if it will bring the charge lower/closer to 0, or if it will increase the formal charge). But I also wanted to mention that my TA was talking about this and for Cl there will never be a double bond (I am sure there are some weird exceptions, but from what she said we will never be double bonding Cl). She went through and explained why, but the jist is that Cl is so electronegative and needs 1 electron, that to double bond it would be extremely unfavorable and unstable- it would make the formal charge 1 which would not be a stable state for Cl to exist.
-So for cases like this you can also remember that Cl will not have a double bond, so it has to go to Carbon.
-So for cases like this you can also remember that Cl will not have a double bond, so it has to go to Carbon.
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Re: Double Bonds
To further emphasize what the previous person said, Cl never has a double bond because it is just not stable enough to have that. Oxygen is most likely to carry this, so that it a helpful tip to know! But it would usually go to the element with the least formal charge.
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Re: Double Bonds
The formal charge is typically what we look at to determine which gets the double bond. We want a more stable atom so we want most of the molecules to have a 0 formal charge which is most favorable/stable.
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