CH 310N - CH 310N Dr. Brian M. Bocknack Spring 2007 Review...

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CH 310N Dr. Brian M. Bocknack Spring 2007 1 Review Problem Set The questions below should be review for you from first semester organic chemistry. These problems will not be collected or graded – use them as a “self-test” to determine which areas you need to review. The answers will be posted online after Dr. Bocknack’s discussion session on Thursday, January 25. 1. Write the structure of the major organic product formed in each of the reactions below. Be sure to indicate stereochemistry clearly where appropriate. If there is no reaction, write “N.R.” as your answer. (a) H 2 SO 4 (cat.) H 2 O (b) CH 3 OH (CH 3 ) 3 C Br + Na OCH 3 (c) CH 3 OH + Na OCH 3 O (d) CH 3 CH 2 C CCH 2 CH 3 H-Br (excess) (e) H-I (excess) CH 3 CH 2 CH 2 OCH 2 CH 3 (f) CH 3 CH CH CH 2 CH 3 + HCl (g) Cl 2 , H 2 O (h) CH 3 OH + HCl (h) 1) OsO 4 2) NaHSO 3 , H 2 O (j) 1) O 3 2) (CH 3 ) 2 S (k) I + CH 3 C O O Na DMF
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2 (l) 1) BH 3 2) NaOH, H 2 O 2 , H 2 O (m) CH 3 C CH CH 3 CH 3 CH 3 OH + HBr (n) CH 3 CH 2 CHCH
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CH 310N - CH 310N Dr. Brian M. Bocknack Spring 2007 Review...

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