Organic Chemistry Exam Guide: Dienes, Aromatic Compounds, and Substitution - Prof. Yu-Lin , Study notes of Organic Chemistry

Download Organic Chemistry Exam Guide: Dienes, Aromatic Compounds, and Substitution - Prof. Yu-Lin and more Study notes Organic Chemistry in PDF only on Docsity! Exam I Study Guide Chapter 14:  Resonance stabilization of dienes  Electrophilic additions to dienes – 1,2 and 1,4 addition for dienes  Predicting major products for electrophilic additions to dienes – consider relativie stability of carbocation intermediates and Zaitsev products  Use reaction progress charts to describe formation of thermodynamic- and kinetically-favored products.  Diels Alder reactions – what they are, mechanism (concerted), stereochemistry of the addition…stereospecific reaction – design experiments to investigate this  Understand the difference between a diene and a dienophile  Importance of S-trans versus S-cis confirmation in open chain diene  Endo versus exo addition  Given a Diels Alder product, work backwards to identify the diene and dienophile Chapter 15:  Name basic aromatic compounds mentioned in lectures  Understand why benzene is so stable compared to an open chain trienes, for example  Understand Hückel Rule and how to apply it to determine if a compound is aromatic or anti-aromatic  Understand the difference between aromatic, non-aromatic, and anti- aromatic compounds. Be able to recognize them, for example.  Learn to recognize if a heterocycle or ion is aromatic or not Chapter 16:  Be able to write the general mechanism for an electrophilic aromatic substitution reaction.  Know the basic reactions of aromatic compounds: halogenation, sulfonation, nitration, Friedel Crafts alkylation and acylation…don’t forget the catalysts and possible rearrangements for FC alkylation!!  Understand the limitations of the Friedel Crafts alkylation and acylation reactions  Be able to propose syntheses for target compounds using FC alkylation and acylation reactions…don’t forget the utility of combining a Clemmensen reduction with FC acylation  Understand why a substituent deactivates or activates the ring relative to benzene in electrophilic aromatic substitution reactions.  Understand why ring deactivators are meta-directors and why ring activators are o,p directors…remember halogens are exceptions!