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Unformatted text preview: Chemistry 14D Fall 2008 Exam 2 Page 1 For any question on this exam worth three or more points, you have two choices: answer the question as written or you may write and circle the phrase “one point”. If you write “one point” you will receive one point (and only one point) of credit for the question. “One point” overrides anything you have written for that question, regardless of its accuracy. Example: (10) Briefly explain everything about organic chemistry. OK to use ‘Ph’ anywhere in this exam where appropriate. Questions 1 and 2 refer to the reaction of molecule A with CH 3 OH (which is also the solvent). CH 2 CH 3 I H 3 C CH 3 Molecule A 1. (6) Determine the major pathway(s) for this reaction. In the boxes below write the major product of the indicated reaction pathway, or a big X in the box instead of a product if that pathway is not followed. E2: E1: S N 2: S N 1: 2. (4) Write the mechanism for the formation of the major product that has the least number of carbon atoms. 3. (4) Consider the conversion of alkene A into alcohols B and C : OH + OH A B C (a) Circle the electrophile involved in the conversion of A into B : H 3 O + BH 3 H 2 O 2 H 2 SO 4 (b) Circle the electrophile involved in the conversion of A into C : H 3 O + BH 3 H 2 O 2 H 2 SO 4 Chemistry 14D Fall 2008 Exam 2 Page 2 Questions 4 and 5 refer to this reaction: O HO H 2 SO 4 O O or...
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This note was uploaded on 03/12/2012 for the course CHEM 14D taught by Professor Hardinger during the Winter '08 term at UCLA.
- Winter '08