Tutorial

1 CHEM 2E03 2013 1. Reactions involving hydrogen (H2) often start with thermally induced, homolytic dissociation into hydrogen atoms. Describe a mechanism for this process. Explain using appropriate diagrams, such as potential energy diagrams and MO diagrams. 2. give the molecular formula for the compounds below (e.g. CH4 for methane), name them, suggest the bond angle around the central atom, and describe the molecular shape.

N H

3. Identify all the functional groups (ie 1o alcohols, ketones, ethers, amines etc) in the structure of Taxol below by circling the entire group and labelling it. 4.Draw all possible constitutional isomers of C4H9Br 5. What is the molecular formula of the molecule below (novocaine)? How many sp2- hybridized carbons does it contain?

 6. A mixture of three compounds was separated by column chromatography, using silica as the stationary phase (packed into the column), and dichloromethane as the mobile phase (elution solvent). Silica is a very polar material with many hydroxy-silane groups (Si-OH) on its surface that can form hydrogen bonds with other polar molecules. What is the expected order of elution from the column (first to last)?

NH 2
7) Draw a molecule containing an alkene, an alkne, an ester and an amide, and explain the geometry (bond angles, planarity) around these four functional groups with the help of hybridization and atomic and molecular orbitals. 8. Draw structures that show the following resonance forms: 1. Allylic lone pairs 2. Allylic positive charge 3. Lone pair of electrons adjacent to a positive charge 4. A p bond between two atoms with different electronegativities (e.g., carbonyl) 5. Conjugated p bonds in a ring

Cl