CHEM 341 Workshop Questions Week 9 IUPUI

CHEM 341 Workshop Questions Week 9 IUPUI - 6 H 13 I, in the...

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Name___________________________________ C341 Workshop Section____________________ October 21/22, 2010 Workshop 9 Questions 1. The catalytic hydrogenation of 3-carene over platinum is, theoretically, capable of yielding two stereoisomeric products. H 3 C CH 3 CH 3 H H H 2 Pt a. Write their structures. b. Outline the mechanism for the reaction. c. Which stereoisomer do you think is actually formed? Explain your reasoning. 2. Suggest a sequence of reaction conditions suitable for preparing pentanedial from the cyclopentane. H O O H Pentanedial
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3. Reaction of 3,3-dimethyl-1-butene with hydrogen iodide yields two compounds A and B, each having the molecular formula C
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Unformatted text preview: 6 H 13 I, in the ratio A:B = 10:90. Compound A, on being heated with potassium hydroxide in n-propyl alcohol, gives only 3,3-dimethyl-1-butene. Compound B undergoes elimination under these conditions to give 2,3-dimethyl-2-butene as the major product. Suggest structures for compounds A and B, and write a reasonable mechanism for the formation of each. 4. Draw the major product of each of the eight reactions, including stereochemistry. Br 2 , H 2 O Br 2 , CHCl 3 1. B 2 H 6 , diglyme 2. H 2 O 2 , HO-50% H 2 SO 4 /H 2 O HBr no peroxides HBr H 3 COOCH 3 H 2 , Pt CH 3 O OOH...
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This note was uploaded on 03/07/2012 for the course CHEM 341 taught by Professor Oh during the Fall '10 term at IUPUI.

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CHEM 341 Workshop Questions Week 9 IUPUI - 6 H 13 I, in the...

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