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Chemistry 160 Th 13 Mar 2008 In-Class Worksheet A. Each of the following names is wrong. Draw structures based on them, and correct the names. 1. 2-ethylpentane In this molecule, the longest chain is actually a hexane. The true name is 3methylhexane. 2. 3,3-methyl-4-ethyloctane First of all, the name should include “di” in front of methyl, since the numbering indicates that there are two methyl groups. And also, the substituents should be listed in alphabetical order in the name, which would give you 4-ethyl-3,3-dimethyloctane 3. 3,3-dimethylbutane Numbering of a substituent should be the lowest possible. If you number the molecule from the other end (probably from the right instead of from the left), you can also call this molecule 2,2-dimethylbutane, which is technically the correct answer. B. There is only one compound that is named 1,2-dichloroethane, but there are two distinct compounds that can be named 1,2-dichloroethene. Why? Ethene contains a double bond, and ethane has a single bond between the two carbons. In order to create a double bond, the carbons overlap their p orbitals, which are perpendicular to the sigma bond formed between the carbons. The reason that no rotation can occur between the carbons is that rotation would break the contact between the p orbitals, thus destroying the pi bond that actually forms the double bond in the first place. All that having been said – C-C single bonds can rotate freely, and C=C double bonds cannot. This allows for cis-trans isomerism in 1,2-dichloroethene, but not in 1,2dichloroethane. C. In each of the following, circle and name the functional groups: 1. Contains carboxyl group/carboxylic acid,, and aldehyde. 2. Contains amide, and ester 3. Contains alkene and ester D. Draw five alcohols with the formula C5H12O. There are many… I’ll see how much space I have. CH3CH2CH2CH2CH2OH CH3CH2CHCH2CH3 | OH CH3 | CH3CHCHCH2CH3 | OH CH3CH2CH2CHCH3 | OH CH3 | CH3CCH2CH2CH3 | OH CH3 OH | | CH#CHCH2CHCH3 CH2OH | CH3CCH3 | CH3