Chem112BQuiz1_2008

Chem112BQuiz1_2008 - 2 (see below) to form an acetal...

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Chemistry 112B: Quiz 1, Thursday January 31, 2008 Name: –––––––––––––––––––––––––––– UCSID: ––––––––––––––––––––––––––– Question 1 (a) The dihydropyran group ( DHP ) forms an α -alkoxycarbocation (oxocarbenium ion) 1 , upon reaction with a proton. Show an arrow pushing mechanism for this transformation (4 points). O O H DHP 1 (b) DHP reacts with alcohol
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Unformatted text preview: 2 (see below) to form an acetal product 3 in the presence of acid. Propose a structure for 3 (6 points). O H DHP Br OH 3 2 (c) The Grignard 4 reacts with benzaldehyde to provide 5 after workup. Please indicate a structure for 5 . Propose structures for the two products A and B that result after acetal hydrolysis of 5 upon exposure to acid and water (10 points)? BrMg H O product after workup 4 5 H H 2 O O O A B...
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Chem112BQuiz1_2008 - 2 (see below) to form an acetal...

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