Chemistry 123 Worksheet 9 1. Spring 2004 May 21, 2004 Oregon State University Elliot Ennis Dr. Richard Nafshun What is the systematic name for the following structure? 2-chloro-heptane, this is named just like the alkanes we talked about in class it has a chlorine on it so instead of something like methyl or ethyl it has a chloro in the 2 position. Cl 2. A substitution reaction is one in which hydrogen is __REPLACED___________ by another element or group. (A) (B) (C) (D) removed replaced added picked on 3. Draw 3 isomers of an alkane with the molecular formula C7 H16 and name them. This is similar to what we did in class. 4. Give the molecular formula, the structural formula, the condensed structural formula and the abbreviated planar formula (aka line drawing) for hexane. Hexane C6 H14. CH3CH2CH2CH2CH2CH2CH3 5. Give the molecular formula, the structural formula, the condensed structural formula, and the abbreviated planar formula for octane. C8H18 CH3CH2CH2CH2CH2CH2CH2CH3 6. Give the molecular formula, the structural formula, the condensed structural formula, and the abbreviated planar formula for 4-ethyl-2,3-dimethylheptane. 7. Give the molecular formula, the structural formula, the condensed structural formula, and the abbreviated planar formula for 3,3-diethyloctane. 8. What is the systematic name for the following structure? 2-Methyl butane 9. What is the systematic name for the following structure? 3,4,4, trimethyl heptane 10. What is the systematic name for the following structure? Br 3-bromo 3-methyl hexane 11. Draw an alcohol which contains four carbon atoms. OH Draw an aldehyde which contains three carbon atoms. O H Draw an ether which contains six carbon atoms. O Draw a carboxylic acid which contains five carbon atoms. O OH Draw an ester which contains five carbon atoms. O O Draw an alkene that contains 5 carbon atoms and draw its cis and trans isomers. H H H Trans H Draw an alkyne which contains three carbon atoms. Draw an amine which contains three carbon atoms. NH2 cis Draw a ketone which contains three carbon atoms. O Draw an amide which contains three carbon atoms. O NH 2 12. What is the systematic name for the following structure? 2-Hexene 13. Identify any functional groups present in the following molecules. Are there any chiral centers? CH 3 NHC CH 3 CH 3 COCHCH 3 Na Cl CH 3 O O O Wellbutrin, an antidepressant drug Aleve, an over the counter pain-reliever There is one chirality center on the C below the nitrogen, for functional groups there is an ether, benzene ring and an amine. For Aleve, the methyl group right near the ester is on a chiral center. There is an ester, a deprotonated COOH, and an ether. 14. Complete the substitution reaction in light ... CH3CH3 + Cl2 → CH3CH2Cl What type of compound is this?-alkyl halide 15. Which has the lowest boiling point, propane or 1-propanol? Explain. Propane, since it only has London forces and is very non-polar. 1-propanol can hydrogen bond and is polar (and since it is a low molecular weight OH, it is very water soluble) 16. Which is least soluble in water, pentanol (F.M. = 88 g/mol) or ethanol (F.M. = 46 g/mol)? Explain. pentanol, since it is larger and more hydrocarbon like, it is less soluble.