Final 2008 - Chemistry 2213a Final Exam, Fall 2008 Page 1...

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Chemistry 2213a Final Exam, Fall 2008 Page 1 Before starting the exam, be sure that you have correctly entered your: Student number Exam code 1. All valence electrons are shown for the Lewis structures below. Which species bears an overall positive charge ( i.e. is a cation)? A) CC H B) CO H H HH H C) NCC O H H H H D) HCCCH H O E) Cl C O H H F 2. How many of the following species contain exactly three sp 2 -hybridized atoms? O O NH O NH 2 CO 2 A) 3 B) 2 C) None D) 1 E) 4
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Chemistry 2213a Final Exam, Fall 2008 Page 2 3. Histamine, one of the compounds responsible for the symptoms associated with allergies, is shown below. Which N atom is the most basic, and which H atom is the most acidic? most basic N most acidic H A) III X B) III Z C) I Z D) II Z E) I Y 4. Which one of the following is the most stable conformation of cis -1-chloro-3-methylcyclohexane? A) Cl CH 3 B) Cl CH 3 C) Cl H 3 C D) Cl CH 3 E) CH 3 Cl N CH 2 CH 2 NH 2 H CN I II III X Y Z
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Chemistry 2213a Final Exam, Fall 2008 Page 3 5. How many constitutional isomers of C 6 H 14 O contain exactly one tertiary alcohol and four primary carbons? A) 4 B) None C) 2 D) 3 E) 1 6. Which one of the following is not a conformation of ? A) H H CH 3 CH 3 H 3 C Cl B) CH 3 Cl CH 3 H H H 3 C C) CH 3 H Cl CH 3 H CH 3 D) CH 3 Cl CH 3 CH 3 H H E) CH 3 H H CH 3 Cl CH 3 CH 3 CCH 2 CH 3 Cl CH 3
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Chemistry 2213a Final Exam, Fall 2008 Page 4 7. How many units of unsaturation are in the female sex hormone, estradiol ? A) 6 B) 5 C) 7 D) 4 E) 3 8. Assign E / Z configuration to each of the three alkenes in the compound below. Br O HO CN F Br 1 2 3 1 2 3 A) E Z Z B) Z E E C) Z E Z D) Z Z E E) E Z E HO HH H CH 3 OH
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Chemistry 2213a Final Exam, Fall 2008 Page 5 9. How many of the following reagents give a racemic product mixture upon reaction with 1-pentene? HCl Br 2 H + /H 2 O H 2 /Pt OsO 4 A) 1 B) 5 C) 3 D) 2 E) 4 10. What is the relationship between the two structures shown below? C CH 2 Br HO H CH 3 C CH 2 OH H H 3 C Br A) Identical B) Diastereomers C) Constitutional isomers D) Conformers E) Enantiomers
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Chemistry 2213a Final Exam, Fall 2008 Page 6 11. Which two of the following compounds rotate plane-polarized light to the same magnitude, but in opposite directions? COOH CH 2 OH HO H HO H 1 CH 2 OH COOH HO H H 2 COOH CH 2 OH HO H HO H 3 CH 2 OH COOH HO H HO H 4 A) 1 and 2 B) 3 and 4 C) 1 and 3 D) 2 and 3 E) 1 and 4 12. How many of the following molecules contain an R stereocentre? NH NH OO C H 3 A) 1 B) 4 C) None D) 2 E) 3
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Chemistry 2213a Final Exam, Fall 2008 Page 7 13. The best yield of ( R )-1-chloro-1-phenylbutane is obtained by which reaction?
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Final 2008 - Chemistry 2213a Final Exam, Fall 2008 Page 1...

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