Practice Problem: Electrophilic Aromatic Substitution Retrosynthesis

[@meganrowton9030]

I know this is 8 years late but you totally just saved me

[@S4Kyoto]

Wouldn't it better to do 1. Friedelscrafts Alkylation 2. H2SO4, heat under reflux (to block para position with SO3H) 3. HNO3, H2SO4 and the last step would be cat. H2SO4, H2O, heat?

[@ProfessorDaveExplains]

+Wiz Onio you're absolutely right! extra credit for you!

[@kuntalkoley3107]

Excuse me,I know that nitrobenzene does not undergo Friedel craft reaction, that's why it is used as solvent in Friedel craft reaction

[@Yankee4ever2]

dude this guy fr goated 3

[@gibransaliba8801]

hey Dave. I love your gen chemistry and organic chemistry tutorials. do you know biochemistry and physical chemistry? if you do, may you please post videos on those subjects please? I will watch them a great deal. thanks professor

[@ProfessorDaveExplains]

+someone somewhere i plan to do biochemistry within the next few months! i have a lot of physical chemistry on my general chemistry lectures so check those out, and if there's anything missing let me know.

[@gibransaliba8801]

+Professor Dave Explains thank you very much

[@nilabhra100]

Is it possible to get a major ortho product ? Because in this case the para form would be major right ?

[@ProfessorDaveExplains]

+Nilabhra Sinha yeah you'll definitely get a mixture of ortho and para. as to which would dominate is hard to say, there are two ortho positions as opposed to one ortho position, but there is also some steric hindrance associated with ortho substitution, so it becomes difficult to predict.

[@nilabhra100]

+Professor Dave Explains Thanks a lot :)

[@jasonhsieh8836]

+Professor Dave Explains Not if you use a protecting group(ex: H2SO4) before doing the nitration.

[@LadyShaydex]

Actually, because steric hindrance of a secondary carbon, para would definitely predominate.