Discussion Worksheet Chapter 20

Discussion Worksheet Chapter 20 - 2 O A B H 2 SO 4 C D E...

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Chapter 20 Worksheet 1. Which of the following is the best choice of solvent for the formation of phenylmagnesium bromide by the reaction of bromobenzene with magnesium? a. methanol b. water c. acetic acid d. diethyl ether 2. What is the major organic product obtained from the following reaction? a. 1 b. 2 c. 3 d. 4 3. Which of the following compounds is the strongest base? a. CH CH MgBr b. CH CH O Mg Br c. CH CH d. CH CH OH 4. Propose a synthesis of isopropylcyclopentane from alcohols having ≤ 5 carbons. 5. Draw the products of the following reactions with organometallic reagents. Done by Dr. Felix N. Ngassa for CHM 242: Organic Chemistry for Life Sciences 2, GVSU, Spring/Summer 2011. 1
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MgBr CH 3 CH 3 H 3 C (a) [1] CO 2 [2] H 3 O + (b) O [1] CH 3 CH 2 MgBr [2] H 2 O (c) CHO [1] C 6 H 5 Li [2] H 2 O (d) [1] C 6 H 5 MgBr (excess) [2] H 2 O COCl (e) [1] C 6 H 5 Li [2] H 2 O O (f) O [1] CH 3 MgBr [2] H 2 O (g) O [1] (CH 3 ) 2 CuLi [2] H 2 O 6. (a) Identify the lettered compounds in the following reaction scheme. Done by Dr. Felix N. Ngassa for CHM 242: Organic Chemistry for Life Sciences 2, GVSU, Spring/Summer 2011. 2
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O [1] C 6 H 5 Li [2] H
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Unformatted text preview: 2 O A B H 2 SO 4 C D E [1] LiAlH 4 [2] H 2 O PBr 3 Mg [1] C 6 H 5 CHO [2] H 2 O F HCl G [1] Mg [2] CH 2 =O [3] H 2 O H (b) Compounds F and H are isomers of molecular formula C 13 H 18 O. How could 1 H NMR spectroscopy distinguish these three compounds from each other? Done by Dr. Felix N. Ngassa for CHM 242: Organic Chemistry for Life Sciences 2, GVSU, Spring/Summer 2011. 3 7. Synthesize each compound from cyclohexanol using any other organic or inorganic compounds. CH 2 OH (a) O (b) C 6 H 5 Done by Dr. Felix N. Ngassa for CHM 242: Organic Chemistry for Life Sciences 2, GVSU, Spring/Summer 2011. 4 8. Synthesize each compound from cyclohexanol using any other organic or inorganic compounds. (c) ( Each cyclohexane ring must come from cyclohexanol ) O (d) ( Each cyclohexane ring must come from cyclohexanol ) Done by Dr. Felix N. Ngassa for CHM 242: Organic Chemistry for Life Sciences 2, GVSU, Spring/Summer 2011. 5...
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Discussion Worksheet Chapter 20 - 2 O A B H 2 SO 4 C D E...

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