tb4 - Chapter 4 Orf!anic Compounds Cvcloalkanes and Their...

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Chapter 4 - Orf!anic Compounds: Cvcloalkanes and Their Stereochemistrv 1. Draw 7 constitutional isomers ofa cycloalkane with the formula C6H12 Answer: 0 (; c( ;fA-f cf 2. Name each of the isomers you drew for questi.on 1. Answer: cyclohexane, methy1cyclopentane, 1,2-dimethy1cyclobutane, 1,1-dimethy1cyclobutane, 1,3- dimethy1cyclobutane, 1,2,3-trimethy1cyclopropane, and 1,1,2-trimethy1cyclopropane. 3. Provide the IUPAC name for the following compound. f )c>CH'" CH3CHz Answer: trans-1-tert-butyl-4-ethy1cyclohexane or trans-1-(l,1-dimethylethyl)-4-ethy1cyclohexane Draw the structures corresponding to the following names. 4. cis-1-sec-butyl-2-ethy1cyclopentane CH3 CH2CH3 I ~ - / CHCH2CH3 Answer: CD\ H 5. 3-cyclobutylpentane Answer: T 18 Chapter 4: Organic Compounds: Cycloalkanes and Their Stereochemistry
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6. l-chloro- 2- isopropylcyclopentane Answer: c5-< 7. 3,5-dicyclohexylnonane Answer: 8. Circle all bridgehead carbons in the following structure. aX Answer: c1£ 9. Draw the two stereoisomers of 1,3-dibromocyclobutane. Answer: ~;f~ ~d cis trans Test Items for McMurry's Organic Chemistry, Seventh Edition 19
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15. (CH3hC b CH3 Answer: (CH3)3C b -- -- CH3 Refer to the structure below to answer the following questions: e d b c " ~ ,'~-_._-- 11. Which
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This note was uploaded on 10/10/2011 for the course CHEMISTRY CHM2046 taught by Professor Johnston during the Spring '11 term at University of South Florida.

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tb4 - Chapter 4 Orf!anic Compounds Cvcloalkanes and Their...

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