exam4 - Spring 2010 CHM 2210 Exam 4 - Form A - 100 points...

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Unformatted text preview: Spring 2010 CHM 2210 Exam 4 - Form A - 100 points Thursday Apr. 15,2010 Name : _:....-:I<-=--e-_~J--- ___ _ UFID: ______________________ __ 1. (8 pts.) Provide IUP AC names for the following two compounds. a) b) ~ OH I I 2. (8 pts) Circle the stronger acid for each pair of structures below. a) (CH3hC-OH ~ c) 6CH~ d) 3. (4 pts) Rank the following in order ofdecreasing reactivity in SN 1 (1 = most reactive, 4 least reactive). if Sr ~ ~CI V ~! L:::J,~j 4. (4 pts) Rank the following in order ofdecreasing reactivity in SN2 (l = most reactive, 4 = least reactive). 5. (4 pts) Rank the following in order of decreasing nucleophile strength (l = most nucleophilic, 4 least nucleophilic). e e OH SH ~i Name: FORM A, page 2 6. (4 pts/ea) Draw the structure(s) of the major product ofthe following reactions (only one major product for each example). Ifno reaction occurs, write N.R. Where indicated, clearly show the stereochemistry of the product(s). If a product is racemic, write racemic but no need to draw both enantiomers. a) .. DMSO b) CI I + ... () ~ (9't\ c) Br CD 8 ~) ~~} S~2. H3C~CH3 + K OH .. DMSO l+~,c t &tht,~~-c,{tJ (R)-optically active show stereochemistry E 2- d) /±) ~vt\.> CH3~CH3 + CH 3 CH 2 0H .. \. (.k\~ .. .1'_ _ ~ H3 C Br CH 3 CH 2 0H H~ 0 ~ «( A.<.(.t'l( t) (S)-opticallyactive I show stereochemistry e) + .. f) Ph H Ph 8 CD H3C,~' F/ (CH3hC-O K "C-C .. / \ H Br show stereochemistry g) .. Name: FORM A, page 3 h) ® 8 ~Br Na CN .....
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This note was uploaded on 03/03/2011 for the course CHM 2010 taught by Professor Miller during the Spring '08 term at University of Florida.

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exam4 - Spring 2010 CHM 2210 Exam 4 - Form A - 100 points...

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