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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: polo on October 11, 2020, 05:55:25 AM

Title: Electrophilic aromatic subsitution
Post by: polo on October 11, 2020, 05:55:25 AM

So, I’ve been trying to solve the following problem, but I’ve got absolutely no clue how. I need to complete the reactions with misssing reagents, reactants and products (It’s possible, that there is more than one step in the reaction).

Title: Re: Electrophilic aromatic subsitution
Post by: rolnor on October 11, 2020, 06:41:52 AM

Do you know about diazotation?
Can you convert a diazoniumsalt to, iodide? To hydroxy?

Title: Re: Electrophilic aromatic subsitution
Post by: polo on October 11, 2020, 07:08:58 AM

No, we have not talked about this yet. At first i thought I could get it through Hydroxymethylation, but i can only get a -C-OH from it...

Title: Re: Electrophilic aromatic subsitution
Post by: rolnor on October 11, 2020, 08:02:47 AM

Here is a link;
https://en.wikipedia.org/wiki/Diazonium_compound

You will need to reduce the nitro to amino (Fe/90%HOAc) then do diazotation.
You will need to nitrate the dimethylaniline first. (I think HNO3 is possible).

Title: Re: Electrophilic aromatic subsitution
Post by: polo on October 12, 2020, 04:53:04 AM

Will try to do so, thank you! :)