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Student and Tutor reviewed metal chemistry, focusing on coordination complexes. They discussed octahedral complexes, inner and outer sphere coordination, and kinetic lability versus inertness, applying concepts like Gibbs free energy and charge density to reaction rates. The session concluded with a detailed explanation of the complex reactivity series for transition metals, emphasizing the need to memorize specific patterns for di- and tri-positive metal ions for effective problem-solving, and the Tutor offered to send supplementary notes.

The Student and Tutor reviewed advanced organic chemistry concepts, including various dihydroxylation, epoxidation, cleavage, and oxidation/reduction reactions, with a focus on mechanisms and reagent specificity. They also extensively discussed plans for upcoming sessions on inorganic and coordination chemistry, with the Tutor preparing materials for an intensive study period leading up to the Student's exam.

Student and Tutor reviewed the concepts of anti-Markovnikov hydration and the role of steric hindrance in hydroboration reactions. The session then moved into a detailed discussion of epoxidation, covering both electrophilic and nucleophilic mechanisms, reagent identification, and the resulting stereochemistry and regioselectivity. Dihydroxylation was subsequently explored, distinguishing between cis and trans additions, their respective reagents (KMnO4, OsO4, H2O2/acetic acid), and the underlying mechanisms. The Tutor concluded by explaining the concept of catalytic osmylation to address the practical challenges of using OsO4.

The Tutor and Student reviewed the Wittig reaction mechanism and the distinction between stabilized and unstabilized ylides, correlating ylide type with E/Z alkene formation. They then explored various alkene addition reactions, including electrophilic addition, cycloaddition, reduction, and hydroboration-oxidation, emphasizing regioselectivity and stereoselectivity rules.

The Tutor and Student delved into the Wittig reaction, covering its mechanism, reactants, and product formation. They also discussed the preparation of the key intermediate, the phosphonium ylide, and practiced identifying reactants and products. The session concluded with planning to continue with the same PDF and chapter in the next class.