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HW5-key - O 16 H H 2 O 18 O 18 Note Oxygen in the starting...

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CHEM 2312: Homework 5 Student Name_________________________ Due Feb. 23, 2005 Roll #:____________________________ Note: An answered hardcopy must be submitted to Dr. AJ Ragauskas; all questions must be answered. If chemical structures are illustrated with molecular drawing software and extra 10% will be applied to the grade of this homework. Question 1. For each of the transformations below, indicate whether it is an oxidation , a reduction , or neither . (6 points) Neither Oxidation acetic acid ethanol HO Br O B E Reduction Neither H O OH O C F Reduction Oxidation O OH O O methane formaldehyde A D
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CHEM 2312: Homework 5 Student Name_________________________ Due Feb. 23, 2005 Roll #:____________________________ Question 2. Provide a reaction mechanism for the following reaction. (10 points)
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Unformatted text preview: O 16 H + + H 2 O 18 O 18 Note: Oxygen in the starting carbonyl is O-16 isotope and after the acid catalyzed exchange it is O-18 isotope O 16 O 16 H + H O 18 H H O 16 H O 18 H H O 18 H H O 16 H O 18 H H O 16 H O 18 H H O 18 H O 16 H H O 16 H H O 18 Question 3. Provide structures for compounds G – N . Molecular formulas: G (C 7 H 6 O 2 ), H (C 7 H 8 O), I (C 7 H 6 O), J (C 7 H 5 BrO), K (C 6 H 11 Br), L (C 7 H 11 N), M (C 13 H 16 O), N (C 13 H 18 O). (16 points) NaBH 4 EtOH Br 2 h ν NaCN K L M N 1. PhM gBr, Et 2 O 2. H 2 O LiAlH 4 PCC 2. H 3 O + H I J G Br 2 1. KMnO 4 , OH-FeBr 3 Et 2 O CH 2 Cl 2...
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