Name: ______________________________Class: _________________ Date: _________________ CHAPTER 22 REVIEW Organic Chemistry Teacher Notes and Answers SHORT ANSWER 1. a 2. a. 1 b. 2 c. 3 3 a. True b. False 4. The free rotation around the single bonds between carbon atoms prevents molecules with the same sequence of atoms from having different orientations in space. 5. a. 4-ethyl-3,5-dimethylheptane b. 3-methyl-1-butene c. 1,2,4-trichlorobutane 6. a. b. 7. a. b. 8. e, h, d, c, a, f, b, g Original content Copyright © by Holt, Rinehart and Winston. Additions and changes to the original content are the responsibility of the instructor. Modern Chemistry 1 Organic Chemistry Name: ______________________________Class: _________________ Date: _________________ CHAPTER 22 REVIEW Organic Chemistry MIXED REVIEW SHORT ANSWER Answer the following questions in the space provided. 1._____ A saturated organic compound (a) contains all single bonds. (b) contains at least one double or triple bond. (c) contains only carbon and hydrogen atoms. (d) is quite soluble in water. 2. Arrange the following in order of increasing boiling point: ______ a. ethane ______ b. pentane ______ c. heptadecane 3. Recall that isomers in organic chemistry have identical molecular formulas but different structures and IUPAC names. __________________ a. Two isomers must have the same molar mass. True or False? __________________ b. Two isomers must have the same boiling point. True or False? 4. Explain why hydrocarbons with only single bonds cannot form geometric isomers. _______________________________________________________________ _______________________________________________________________ _______________________________________________________________ 5. Write the IUPAC name for the following structural formulas: a. _________________________ b. _________________________ Original content Copyright © by Holt, Rinehart and Winston. Additions and changes to the original content are the responsibility of the instructor. Modern Chemistry 2 Organic Chemistry Name: ______________________________Class: _________________ Date: _________________ MIXED REVIEW continued _______________________ c. 6. Draw the structural formula for each of the following compounds: a. 1,2,4-trimethylcyclohexane b. 3-methyl-1-pentyne 7. Each of the following names implies a structure but is not a correct IUPAC name. For each example, draw the implied structural formula and write the correct IUPAC name. a. 3-bromopropane b. 3, 4-dichloro-4-pentene 8. Match the general formula on the right to the corresponding family name on the left. carboxylic (f) (a) R—X acid ______ ester ______ alcohol ______ ether (g) (b) (c) ______ alkyl halide ______ amine ______ aldehyde (d) R—OH (h) (e) ______ ketone Original content Copyright © by Holt, Rinehart and Winston. Additions and changes to the original content are the responsibility of the instructor. Modern Chemistry 3 Organic Chemistry