Why nitrobenzene meta directing

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Organic Chemistry. Explain why Nitro group is meta-directing deactivator? Need a fast expert's response? Place free inquiry. Calculate the price. Let's go ahead and highlight some electrons. So these pi electrons right here are forming a bond between the nitrogen and the carbon on our ring.

So that takes a bond away from this carbon. And so that's where our plus 1 formal charge is going to go. And then of course we still have these pi electrons in our ring like that.

Let's go ahead and draw a resonance structure for this ion here. So we have a pi bond next to a positive charge. So we could take these pi electrons and move them over to here. And let's go ahead and draw that resonance structure. So we have our ring top nitro group. Over here we have the other nitro group in the ortho position. We have these pi electrons at the top. We have these pi electrons over here now, so let's highlight those.

So the pi electrons in blue have moved over to here, taking a bond away from this carbon. So that carbon gets a plus 1 formal charge like that.

So there's a resonance structure. Let's go ahead and draw one more. So I could show, once again, these pi electrons moving down to here. And we have our ring. We have this top nitro group, which I'm actually going to go ahead and draw in the formal charges. And you'll see why in a second. So this oxygen has a negative 1 formal charge and this nitrogen has a plus 1 formal charge like that. So over here we have our other nitro group in the ortho position.

We have pi electrons here, and we just moved some pi electrons over to this position. So let's go ahead and highlight those too. So over here in red, these pi electrons have moved over to here, taking a bond away from this top carbon here. So that's where our plus 1 charge goes now. So we have a plus 1 formal charge on this top carbon here. And this is a destabilizing resonance structure. And we know that because we have a positive 1 formal charge on this nitrogen and a positive 1 formal charge on this carbon on our ring.

And so like charges repel, and therefore destabilize this resonance structure, So we have a destabilizing resonance structure. But one of those resonance structures is destabilizing, which means that this sigma complex is not very likely to form. So let's go ahead and look at a meta attack. And you'll see that we will not have a destabilizing resonance structure when we do a meta attack.

So let's go ahead and once again show our nitrobenzene and our nitronium ion. And this time we will do a meta attack.

So if I want to show a nitro group adding onto the meta position I would once again use these pi electrons. So nucleophilic attack pushes these electrons off. And so we're going to once again show the resulting carbocation. So we have a nitro group right here. And this time we're showing the nitro group adding on meta. And once again there's a hydrogen attached to our ring. And these pi electrons here are forming the bonds between this carbon and our nitrogen, taking a bond away from this carbon.

So that carbon gets a plus 1 formal charge. And we still have, of course, pi electrons in our ring. And so that's our first resonance structure. Why is eggwhite used as an antidote of lead and mercury poisoning. Enumerate some precautionary measures in handling chemicals or reagent most especially poisonous chemicals. What is responsible for linking amino acids together.

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Which part of the atom is involved in bonding. Q: Why is nitrobenzene meta directing? Write your answer Related questions. Draw resonance structures to show in which position nitrobenzene will nitrate to form dinitrobenzene? What are the examples of Ortho and para directing group and mata directing group? Salicylic acid is ortho para directing group or meta directing group?

Why Nitrobenzene is meta directing?