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Topic: Hydrocarbon  (Read 7660 times)

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dominiko

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Hydrocarbon
« on: April 26, 2006, 11:18:05 AM »

C6H6-C6H6-NO2

Maybe it is not the best way to write it but I suppose you know what I mean. This is a molecule which consists one benzene and one nitrobenzene conected to each other.

a) What is it's name?
b) How to produce it (having benzene)?

Thanks in advance for your help

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Re: Hydrocarbon
« Reply #1 on: April 26, 2006, 11:23:07 AM »
Count your hydrogens!  It should be C6H5-C6H4NO2


dominiko

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Re: Hydrocarbon
« Reply #2 on: April 26, 2006, 11:30:47 AM »
No it shouldn't! There are two benzenes conected by a single bond and there is NO2 conected to one of them

dominiko

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Re: Hydrocarbon
« Reply #3 on: April 26, 2006, 11:32:25 AM »
It looks like this

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Re: Hydrocarbon
« Reply #4 on: April 26, 2006, 11:42:03 AM »
The file you posted is corrupted.  I assume it had a picture like this.

dominiko

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Re: Hydrocarbon
« Reply #5 on: April 26, 2006, 11:42:44 AM »
I see, you're right. Sorry...

Anyway, how to produce it having benzene?
I know how to nitrate benzene but how to conect two benzenes?

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Re: Hydrocarbon
« Reply #6 on: April 26, 2006, 11:45:55 AM »
What ways have you learned to make a carbon-carbon bond from benzene or a benzene derivative?   There are several ways to do this, but I'm guessing you have only learned one or two.

dominiko

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Re: Hydrocarbon
« Reply #7 on: April 26, 2006, 11:53:04 AM »

I learned to add HNO3 and H2SO4 to C6H6 and we get C6H5NO2 + H2O

I said I know how to make a nitrobenzene but I don't know how to make that one...

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Re: Hydrocarbon
« Reply #8 on: April 26, 2006, 12:58:57 PM »
But do you know any ways of making a carbon-carbon bond off of a benzene ring?

dominiko

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Re: Hydrocarbon
« Reply #9 on: April 26, 2006, 02:11:50 PM »
If I knew, I wouldn't ask :D

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Re: Hydrocarbon
« Reply #10 on: April 26, 2006, 03:40:16 PM »
You must have learned some way if they are asking this question!

How about an Ullman reaction?

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Re: Hydrocarbon
« Reply #11 on: April 26, 2006, 07:23:01 PM »
Or maybe a nucleophilic aromatic substitution using phenyllithium?

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Re: Hydrocarbon
« Reply #12 on: April 27, 2006, 03:04:46 AM »
You have to be a little careful with lithium carbanions and nitro groups, sometimes they add directly to the nitro instead of in a conjugate addition type of way.

But SNAr is a great idea!  I hadn't thought of that.

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