2423Chapt11

2423Chapt11 - CHAPTER11 Practice Exercises(ORGANIC CHEM...

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CHAPTER11 - Practice Exercises (ORGANIC CHEM I) ________DR. PAHLAVAN 1. Arrange the following to the leaving group ability (basicity) F - , Cl - , I - , Br - 2. Identify the type of the following solvent as polar protic or polar aprotic. CH 3 OH (CH 3 ) 3 S =O (CH 3 ) 2 NCHO CH 3 C ≡ N H 2 O 3. From each pair, select the stronger nucleophile; a) H 2 O , OH - b) CH 3 COO - , OH - c ) CH 3 SH , CH 3 S - d) CH 3 OCH 3 , CH 3 SCH 3 e) Cl - , I ( in DMSO) f) Cl or I - ( in methanol) 4. Consider the following statement in reference to S N 1 , S N 2 , E 1 , and E 2 reactions of alkyl halides. To which mechanism(s), if any, does each statement apply? _____ a. Involves a carbocation intermediate. _____ b. Is first-order in alkyl halide and first - order in nucleophile _____ c. Involves inversion of configuration at the site of substitution. _____ d. Involves retention of configuration at the site of substitution. _____ e. Substituent at a stereocenter gives predominately a racemic product.
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2423Chapt11 - CHAPTER11 Practice Exercises(ORGANIC CHEM...

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