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practice_midterm_i_'08[1]-1

practice_midterm_i_'08[1]-1 - a OH 95 H 2 SO 4 130° C b...

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Name____________________ CH118B Practice Midterm Closed Book and Notes No calculators 1
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Problem 1 Provide the reagents necessary to carryout the following transformations: Note for part (e) also provide the structure of X . a) CH 3 H CH 3 H OH b) OH c) d) e) 2
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Br X OH OH Problem 2 Provide the necessary reagents to carry out the following synthetic transformations: (Note: More than one step is necessary for each synthesis!) a) OH Br ? b) OTs CH 3 ? H O O 3
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c) ? OCH 3 Problem 3 Propose curved arrow mechanisms for the following two transformations: a) H 3 C CH 3 H 2 O H 2 SO 4 O 4
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b) HO Br 2 O Br 5
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Problem 4 Predict the major products for each of the following reactions, showing stereochemical relationships where appropriate:
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Unformatted text preview: a) OH 95% H 2 SO 4 130° C b) HBr c) Cl 2 H 2 O d) O 3 CH 2 Cl 2-78° C Zn CH 3 CO 2 H e) mCPBA CHCl 3 f) C C H H NaNH 2 6 Problem 5 What types of changes do most organic molecules undergo upon absorption of : a) infrared light b) radiowaves (in an external magnetic field) c) microwaves d) ultraviolet light e) visible light Problem 6 For each of the reactions shown below, circle the molecule that would be formed in higher yield and explain why the selectivity is observed. a) 7 H C CHCH 3 + HBr Br or Br b) 8 + Br 2 Br Br or Br Br...
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