Organic%20Chemistry%20I%20%20CHM2210%20TEST%205%20_A_

Organic%20Chemistry%20I%20%20CHM2210%20TEST%205%20_A_ -...

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Organic Chemistry I CHM2210 TEST 5 ( Version A) 1. Arrange the following in terms of increasing S N 1 reactivity: ( 4 pts ) CH 3 CH 2 Br, CH 2 =CHCHBrCH 3 , CH 2 =CHBr, CH 3 CHBrCH 3 Ans: CH 2 =CHBr < CH 3 CH 2 Br < CH 3 CHBrCH 3 < CH 2 =CHCHBrCH 3 1 2 3 4 2. Draw the structure of the product or products formed in the bromination of trans -2- butene to give the dibomo product. State if the product is optically active or not. (6 pts). meso products formed (below); both forms optically inactive Br H CH 3 H C C Br CH 3 2 possible structures (R, S); (S, R) 3. The reaction of propylbenzene (structure shown) with tert -butylhypochlorite proceeds by a radical substitution pathway to give monochloro products. (10 pts) a) Draw the structures of all monochloro products. b) Which, if any, are optically active? First 2 monochloro products are optically active (the 3 rd is not) Cl Cl Cl 4. Which substance in each pair is more reactive as a nucleophile? ( 3 pts) a) (CH 3 ) 2 N - or (CH 3 ) 2 NH b) (CH 3 ) 3 B or (CH 3 ) 3 N c) H 2 O or H 2 S 5. Consider the reaction below to answer the following questions.
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This note was uploaded on 09/21/2009 for the course CHM 2210 taught by Professor Staff during the Summer '08 term at University of Central Florida.

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Organic%20Chemistry%20I%20%20CHM2210%20TEST%205%20_A_ -...

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