Exam 2 Practice CH223 HW 13

Exam 2 Practice CH223 HW 13 - WebAssign Sunday, July 17...

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WebAssign Sunday, July 17 2011 05:53 PM EDT Logged in as cdbadger@ncsu Log out Home | My Assignments | Grades | Communication | Calendar Notifications | Help | My Options CH_223, section 651, Summer 1 2011 My Assignments Exam 2 Practice CH223 HW 13 (Exam practice) Crystal Badger CH_223, section 651, Summer 1 2011 Instructor: Kay Sandberg Current Score : – / 11 Due : Monday, July 11 2011 08:13 AM EDT Ask Your Teacher Extension Requests Print Assignment Question Points 1 2 3 4 5 6 7 8 –/3 –/0.5 –/2 –/1 –/2 –/1 –/1.5 –/0 Total –/11 (0.0%)
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Description This assignment corresponds to Lecture 13. Instructions Assignment Submission For this assignment, you submit answers by question parts. The number of submissions remaining for each question part only changes if you submit or change the answer. Assignment Scoring Your last submission is used for your score. The due date for this assignment is past. Your work can be viewed below, but no changes can be made. Important! Before you view the answer key, decide whether or not you plan to request an extension. Your Instructor may not grant you an extension if you have viewed the answer key. Automatic extensions are not granted if you have viewed the answer key. Request Extension 1. –/3 points My Notes Question Part Points Submissions Used 1 2 3 –/1 –/1 –/1 0/3 0/3 0/3 Total –/3 Draw the skeletal structure of the indicated major organic product. Assume there is excess halogen and hydroxide ion in question (b) and (c). Also note that in some cases the most abundant species at equilibrium may in fact be the hydrate, but draw the carbonyl compound for your product.
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(a) CC(C)(C)C(=O)CCl (b) CC(Cl)(Cl)C(=O)C(C)(Cl)Cl (c) O=C(O)c1ccccc1 Solution or Explanation (a) Under acidic conditions alpha monohalogenation occurs because the halogen slows down the first step which is the protonation of the carbonyl oxygen. (b) Under basic conditions all of the alpha protons are replaced by the halogen because each alpha halogen speeds up the next alpha deprotonation until all of the alpha protons are replaced by the halogen. Under hydroxide ion conditions, a multi-halogenated ketone will not be the major organic product. The hydrate will be the favored product. The question, however, is worded in such a way that the ketone is the expected answer. (c) When the ketone is a methyl ketone and the reaction is carried out under basic conditions, the
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This note was uploaded on 07/17/2011 for the course CHEM 223 taught by Professor S during the Spring '10 term at N.C. State.

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Exam 2 Practice CH223 HW 13 - WebAssign Sunday, July 17...

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