Organic Chemistry / Name: / /88
1. Name the following organic compounds using IUPAC rules: [K][I-10]
a.
b.
c.
d.
e.
f.
g.
h.
i.
j.
2. Draw the line diagram for each of the following organic compounds: [K][C-8]
a. hept-3-yne
b. 4-chloro-3-phenyl-2,2-dimethylhexane
c. trans-3-bromo-3-ethyl-4-oxo-5-carbamoyl pent-2-enoic acid
d. 3,3-dimethyl-2-hydroxybutanoic acid
e. 4-amino-7-nitro-nona-1,8-diyne
f. ethoxybenzene
g. decyl ethanoate
h. p-ditert-butyl benzene
3. Compare and contrast aldehydes and ketones. [C-2]
4. Explain what is wrong with the following names. Provide the correct name for each. [I-8]
a. hexan-1-one
b. 3,4-dimethylpentane
c. butoxyethane
d. 2-ethyloctan-6-ol
5. A classmate mentions a compound called methane. Is this an appropriate name? Explain. [I-2]
6. [I-7]
a. Draw and name all the isomers of hexane. [3]
b. Draw and name all the isomers of C3H4Cl2 (hint…there are 7) [4]
7. Arrange the following compounds in order of increasing boiling point: propanamine, propane, and propan-1-ol. Explain your reasoning. [I-2]
8. Using diagrams, show that the molecule 1-bromo-1-chloro-1-fluoroethane could or could not form enantiomers. [C-4]
9. Complete the following reactions - name and draw the formulas of the products. Include any reagents.: [I-3][C-3]
a. Butane + Br2 [2]
b. 3-methyl hex-3-ene + HBr [2]
c. 2,5-diamino-4-isopropyl hexanoic acid + O2 [2]
10. Draw diagrams, name products and show the reagents required to produce each of the following from an alkene. Make sure to show all steps: [I-22]
a. butanoic acid [5]
b. pentan-2-one [4]
c. pentan-2-ol [3]
d. pentan-3-amine [4]
e. propyl butanoate [6]
11. For an investigation, you are expected to design a procedure to determine the identity of two unlabeled samples You know that one is cyclohexene and the other is 2-methylpropan-2-ol. [A-5][I-5]
a. Using a flowchart, summarize the steps you would carry out to identify each sample. [4]
b. List any necessary materials or chemicals. [2]
c. Describe your expected results. [2]
d. List any necessary safety precautions. [2]
12. Fish odour is produced by amines. Explain why lemon juice can be used to remove fish odour from a person’s hands. [A-2]
13. What is the difference between natural and synthetic polymers? Give at least two examples of each. [K-3]
14. Compare the two polymers below. Which one would you expect to be stronger? Explain your answer. [A-2]
Polymer A
Polymer B