Jump to content

Troubles with organic synthesis of sulfo derivatives


JediMaster

Recommended Posts

2427jfa.jpg

I know that D is methylbenzene.

Also they say in the task, that sulfonation of d gives two isomers, and the reactions further are conducted upon the main isomer.

I think it is para-sulfotoluene, because of steric reasons.

Next simple chlorination, and oxidation of side chain alkyl group (methyl)

and G is 2-chloro-4-sulfobenzoic acid

And that is when the trouble begins:

I don't know what happens next.

I know that carboxylic acid chloride can be synthesized only with SOCl2

So may be there will be chlorination of sulfo group and the water will just remove it? and finally we will have ortho-chlorobenzoic acid?

If am not right, where i have a mistake?

Link to comment
Share on other sites

Create an account or sign in to comment

You need to be a member in order to leave a comment

Create an account

Sign up for a new account in our community. It's easy!

Register a new account

Sign in

Already have an account? Sign in here.

Sign In Now
×
×
  • Create New...

Important Information

We have placed cookies on your device to help make this website better. You can adjust your cookie settings, otherwise we'll assume you're okay to continue.