Chapter 2A Discussion Worksheet
Bond-line, functional groups, conjugation, determining hybridization, geometry
1. Draw bond-line structures for all constitutional isomers of this molecule. (Problem 2.9)
CH3CH2CH(CH3)2
2. In each of these 4 transformations, were atoms added or removed, and what type of atom(s)?
(Problems 2.6 and 2.7)
3. Learn the 2n+2 rule for formulas. Fill in the formula for these compounds. (Problem 2.46)
CnH2n+2
What general rule relates formula to the number of pi bonds and rings?
What do you know about a compound that is C24H48?
Draw constitutional isomers for C4H8.
4. Answer the following questions about Ramelteon (Problem 2.64)
What is the molecular formula for the molecule?
Circle the atoms which are in conjugation.
How many lone pairs are there? Which are localized and which are delocalized?
Label the geometry of each atom except hydrogens.
5. Draw an orbital overlap picture the following molecule with the nitrogen sp3 hybridized, then redraw
it sp2 hybridized. Why is the sp2 hybridized atom more stable in this case?
6. What is wrong with this drawing? Use a model kit to help you draw it correctly.
7. Two of these are fine renditions, and one is incorrect. Explain.
8. Draw a five carbon carboxylic acid, a five carbon ester, a five carbon ketone, and a five carbon ether.