1 A B C D E A correct

1. A) B) C) D) E) A correct IUPAC name for the following compound is: 2, 5 -Dimethyl-3 -propylheptane 3, 6 -Dimethyl-5 -propylheptane 6 -Methyl-4 -(1 -methyl)octane 2 -Methyl-3 -(2 -methylbutyl)hexane 3 -Methyl-5 -(1 -methyl)octane 2. A) B) C) D) E) A correct IUPAC name for the following compound is: 4 -propyl-5 -chloro-3 -heptanol 4 -propyl-3 -chloro-5 -heptanol 4 -(1 -chloropropyl)-3 -heptanol 5 -chloro-4 -propyl-3 -heptanol 3 -hydroxy-4 -propyl-5 -chloroheptane 3. A) B) C) D) E) Which of the following is bicyclo[3. 2. 2]nonane? I II IV V

4. A) B) C) D) E) A correct name for the following compound is: 2 -Methylbicyclo[4. 3. 0]nonane 1 -Methylbicyclo[4. 3. 1]nonane 7 -Methylbicyclo[4. 3. 0]nonane 2 -Methylbicyclo[4. 3. 1]nonane 1 -Methylbicyclo[4. 3. 0]nonane 5. A) B) C) D) E) A correct IUPAC name for the following compound is: 3, 6, 7 -trimethyl-4 -bromo-1 -octene 4 -bromo-3 -methyl-6 -isopropyl-1 -heptene 4 -bromo-3, 6, 7 -trimethyl-1 -octene 4 -bromo-6 -isopropyl-3 -methyl-1 -heptene 4 -bromo-6 -isopropyl-3, 6 -dimethyl-1 -hexene 6. A) B) C) D) E) cis-1, 3 -Dibromocyclohexane is represented by structure(s): I II II and III I and II

7. A) B) C) D) E) An IUPAC name for the group is: Isopentyl Isoamyl sec-Butylmethyl 2 -Methylbutyl 2 -Ethylpropyl 8. A) B) C) D) E) The correct IUPAC name for the following compound is: 1 -Hydroxy-3 -sec-butylcyclopentane 3 -sec-Butyl-1 -cyclopentanol 1 -sec-Butyl-3 -cyclopentanol 4 -sec-Butyl-1 -cyclopentanol 3 -Isobutyl-1 -cyclopentanol 9. Isopentyl is the common name for which alkyl group? A) B) C) D) E)

10. A) B) C) D) E) What is the correct IUPAC name for the following compound? 3 -Hydroxymethylhept-2 -ene 2 -(1 -Methyl) hex-4 -en-1 -ol 5 -(1 -Methyl) hex-2 -en-6 -ol 5 -Isopropyl-2, 6 -hexenol 2 -(1 -Methyl) hept-4 -en-1 -ol 11. The preferred conformation of cis-1 -tert-butyl-3 -methylcyclohexane is the one in which: A) the tert-butyl group is axial and the methyl group is equatorial. B) the methyl group is axial and the tert-butyl group is equatorial. C) both groups are axial. D) both groups are equatorial. E) the molecule exists in a boat conformation. 12. A) B) C) D) E) Which cycloalkane has the largest heat of combustion per CH 2 group? I II IV V

13. The most stable conformation of 3 -bromo-2 -methylpentane, viewed through the C-3—C-4 bond (i. e. , C-3 in the front, C-4 in the back): A) I B) II C) III D) IV E) V 14. The most stable conformation for 1, 2 -ethanediol (ethylene glycol) is shown below. It is the most stable conformation because: A) this corresponds to an anti conformation. B) in general, gauche conformations possess the minimum energy. C) it is stabilized by intramolecular hydrogen bonding. D) it is a staggered conformation. E) it has the highest energy of all the possibilities. 15. The least stable conformation of cyclohexane is the: A) boat. B) twist boat. C) chair. D) half-chair. E) twist chair.

16. To determine the parent name for an alkane, we begin by finding the ______________. 17. When more than one substituent is present on the parent chain, how do we organize the names of the substituents in the name of the compound? ______________. 18. A compound containing a triple bond between the first two carbons in the chain is called a ______________. 19. When non-bonded atoms/groups are closely positioned, the repulsive interactions between their electron clouds are referred to as ______________. 20. What are the four possible parts of a IUPAC name?