1. Provide the IUPAC name of the molecules.

2. Naming the following molecules using correct systematic nomenclature:

3. Draw the structural formulas for the following compounds:

1) 1-pentene

2) 2-methyl-3-heptyne

3) 3-ethyl-4,5-dimethylheptane

4) 2-ethyl-1-pentanol

5) m-bromophenol

6) 3,3,6,6-tetraethyl-4-octyn

4. Which of these molecules are polar? For each that is polar, specify the direction of its dipole moment.

5. Which of the following is expected to have the highest boiling point?

6. Using the Lewis Structures, try to figure out the hybridization (sp, sp2 , sp3) of the indicated atom and indicate the atom's shape.

1）The carbon.

2）The oxygen.

3）The carbon on the right.

7. Identify the expected hybridization state and geometry for the central atom in each of the following compounds.

8. Use VSEPR theory to predict the geometry for each of the following structures:

9. Constitutional isomers.

1) Do the condensed formulas in each pair represent the same compound or constitutional isomers?

2) Write line-angle formulas for the five constitutional isomers with the molecular formula C6H14.

10. Identify each compound as an alcohol, a phenol, or an ether. Classify any alcohols as primary, secondary, or tertiary.

11. All of the following are representations of 2-methylpentane, EXCEPT:

12. In each case below, draw a Newman projection as viewed from the angle indicated:

13. Using the criteria for aromaticity, determine if the following molecules are aromatic:

14. Draw both chair conformations for each of the following compounds:

15. Assign the priority to the 4 groups attached to the chiral center of molecules A, B and C.

Then assign R and S configuration to the chiral centers.

16. Determine the R/S configuration of the chirality center in following compounds.