52nd IChO 2020 International Chemistry Olympiad, Istanbul, TURKEY

Page 68

52nd International Chemistry Olympiad, Istanbul, TURKEY

Preparatory problems: THEORETICAL

Problem 10. Woodward–Hoffmann Rules and Pericyclic Reactions The Woodward–Hoffmann rules (or the pericyclic selection rules), developed by Robert B. Woodward and Roald Hoffmann, are used to rationalize or predict some stereochemical aspects and the activation energy of pericyclic reactions. They are for all classes of pericyclic reactions (and their reverse 'retro' processes), such as cycloadditions, sigmatropic shift, electrocyclization, ene, and cheletropic reactions. Woodward–Hoffmann rules for electrocyclic reactions System 4n 4n+2

Conditions thermal (∆) photochemical (hν) thermal photochemical

Motion conrotatory (con) disrotatory (dis) disrotatory conrotatory

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Problem P5. Cannizzaro Reaction

6min
pages 197-205

Problem P6. 2,3-Dihydro-5,6-diphenylpyrazine

3min
pages 206-210

Problem P7. Determination of Rate Constants for n-Butyl Acetate Hydrolysis

3min
pages 211-215

Problem P4. 1-Bromobutane

4min
pages 192-196

Problem P1. Drug Delivery from a Polymeric Hydrogel System

6min
pages 172-179

Problem P2. Determination of the Total Carbon Content of Oltu Stone (Black Amber) Samples

5min
pages 180-185

Part II: Practical Problems

4min
pages 168-171

Problem 16. Thermal Springs of Turkey and Sulfur Chemistry

6min
pages 112-118

Problem 12. Blue to Green, Turquoise

9min
pages 81-89

Problem 13. Spinel Oxides

7min
pages 90-97

Problem 14. Platinum Complexes as Anticancer Drugs

4min
pages 98-104

Problem 11. Benzoporphyrin

2min
pages 75-80

Problem 9. NMR, Symmetry, and Structural Analysis

2min
pages 62-67

Problem 10. Woodward–Hoffmann Rules and Pericyclic Reactions

2min
pages 68-74

Problem 8. Stereoisomers of 1,2,3-Triphenylpropane-1,3-diol

0
pages 59-61

Problem 4. Early Russian Organic Chemists and Markovnikov’s Rule

3min
pages 34-40

Fields of Advanced Difficulty

1min
pages 13-14

Problem 2. Istanbulins and Related Sesquiterpene Natural Products

2min
pages 24-30

Problem 5. Arndt–Eistert Homologation

1min
pages 41-45

Problem 7. Which is (±)-Trikentrin A?

2min
pages 52-58

Problem 6. Atovaquone

2min
pages 46-51

Authors

0
page 6

Problem 1. Salvia Species Growing in Turkey: Isolation and Total Synthesis of Abietane Diterpenoids

2min
pages 16-23
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