Amines, organic conversion question
I have 2 questions:
i) What's the mechanism from the 2nd to the 3rd step
ii) From the 4th to 5th step, how did SO3H somehow get deleted and Br end up on ortho instead of para
7 Replies
@Dexter
Note for OP
+solved @user1 @user2... to close the thread when your doubt is solved. Mention the users who helped you solve the doubt. This will be added to their stats.1) on heating so3h is attached at para
2) this is a common method to get bromine substituted at ortho/para
the so3h dead teases the electron density in benzene which favours the substitution of bromine
Actually for the second one, treating the amide with so3h is commonly used when u want to substitute no2 at o and p, but it also can be used for bromine
Because when amine is treated with no2 it has a very low yield of nitroproduct
Hope this explains it
Phele karaya sulphonation to block para position fir karaya ac2o se rxn taki ring thodi kam activate ho then Br2 heat krne se Bromine laga ortho par and So3H islie hata kyuki Heat krne pe SO2 gas nikal jati hai so accordingto le chatelier principal rxn forward direction me favour hoti or last step me Naoh dala taki Amine wapis se ban jae Ac2O hat jayega
4-5 is Bromodesulphonation
it is an ipso substitution that was asked in advance a few times
wow
mains asked Bromodesulphonation
a similar reaction is bromodecarboxylation
same stuff jus sulphonic acid ki jagah carboxylic acid rehta hai
ah yep, got it
thanks guys
+solved _zbro Dexter jee2025.
Post locked and archived successfully!
Archived by
<@717724055217635398> (717724055217635398)
Time
<t:1742651503:R>
Solved by
<@923570231346089994> (923570231346089994), <@1095655769376034818> (1095655769376034818), <@1088352651567173632> (1088352651567173632)