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Midterm 1 Problem Sets

by: Johnson Notetaker

Midterm 1 Problem Sets Chem 241

Marketplace > Drexel University > Chem 241 > Midterm 1 Problem Sets
Johnson Notetaker

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2 practice exams and Answer Key
Organic 1
Test Prep (MCAT, SAT...)
75 ?




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This 27 page Test Prep (MCAT, SAT...) was uploaded by Johnson Notetaker on Monday January 4, 2016. The Test Prep (MCAT, SAT...) belongs to Chem 241 at Drexel University taught by Scerbo in Winter 2016. Since its upload, it has received 21 views.


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Date Created: 01/04/16
CHEM 315 NAME TEST # 1-02 ALKANES I. NAME THE FOLLOWING COMPOUNDS. ( 30 pts ) 1. 2. 3. 4. -1- 5. 6. 7. 8. -2- 9. 10. II. GIVE STRUCTURES FOR THE FOLLOWING. ( 30 pts ) 1. methylcyloheptylcyclopropane 2. 2-ethylcyclohexyl pentane 3. 3-bromo-5-iodohexane 4. 3,3-dimethylpentane -3- 5. 3,6-dibromo5-methylbicyclo[4.2.0]octane 6. 1,4-diisopropylcyclohexane 7. 5-(methylcyclopropyl)spiro[5.2]octane 8. 7-bromo-2-bicyclo[1.1.0]butylspiro[4.4]nonane 9. 3-methylcyclohexylcyclohexane 10. cyclopropylcyclobutylmethane III. THEORY ( 6 pts ) 1. Draw the structure of the 2-propyl free radical. -4- 2. Which of the halogen atoms which participate in free radical substitution reactions is the most selective ? IV. COMPLETE THE FOLLOWING REACTIONS. ( 9 pts ) 1. 2. 3. -5- V. STEREOCHEMISTRY ( 25 pts ) 1. Draw the chair conformations of trans-1-bromo-3- iodomethylcyclohexane. Indicate which isomer is more stable. 2. Draw the Fischer projections for the configurations of 2-iodo-3- bromohexane. Indicate which are enantiomers, diastereomers and meso forms. -6- 3. Draw the Newman projections of the staggered conformations of 2-iodo-3-bromohexane. Rank their stabilities. -7- CHEM 241 NAME TEST # 1 ALKANES I. NAME THE FOLLOWING COMPOUNDS (24 pts) 1. 2. 3. 4. -1- 5. 6. 7. 8. -2- II. DRAW STRUCTURES FOR THE FOLLOWING CMPDS (24 pts) 1. 6-bromo-4-ethyl-3-methylheptane 2. 6-iodo-1-methylbicyclo[3.2.0]heptane 3. 1,4-dimethyl-spiro[2.5]octane 4. 2,4-dimethyl-3-(2-bromocyclopropyl)heptane 5. 1-bromobicyclo[4.4.0]decane 6. 2-cyclohexyl-1-methylcyclohexane -3- 7. 2-(2-methylcyclohexyl)methylcyclohexane 8. 3-isopropylmethylcyclooctane III. COMPLETE THE FOLLOWING MONOHALOGENATION REACTION. (8 pts) 1. 2. -4- IV. STEREOCHEMISTRY (24 pts) 1. Draw the chair conformations of (E)-1,2-diiodo-1methylcyclohexane. Indicate the most stable conformer. 2. Draw the Newman projections for 2-bromo-2,3-diiodobutane. Rank the conformers in order of decreasing stability. -5- 2. Draw the Fischer projections for the configurations of 2,4- dibromopentane. Indicate which are enantiomers, diastereomers, or meso forms. V. THEORY (20 pts) 1. Draw the resonance structure of the following carbanion. 2. What is the hybridization of the cationic carbon shown below ? 3. What is the geometry around the above carbon and what are the angles between each pair of bonds ? -6- 4. What is the formal charge on the nitrogen in the structure shown below ? 5. Indicate the R/S configuration of each chiral carbon in the following Fischer projection. C is 2 , C3is . -7-


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