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Organic Chemistry Laboratory

by: Chandler Schoen

Organic Chemistry Laboratory CHEM 255

Marketplace > Ohio State University > Chemistry > CHEM 255 > Organic Chemistry Laboratory
Chandler Schoen
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Class Notes
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This 1 page Class Notes was uploaded by Chandler Schoen on Monday September 21, 2015. The Class Notes belongs to CHEM 255 at Ohio State University taught by Staff in Fall. Since its upload, it has received 45 views. For similar materials see /class/210008/chem-255-ohio-state-university in Chemistry at Ohio State University.


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Date Created: 09/21/15
Paul Reduction of Vanillin 255 104 Additional Repo Requirements On a separate sheet of paper provide the answer to the following Concept Question Mechanism a In the borohydride reduction reaction one molecule of sodium borohydride can react with four molecules of a carbonyl compound acetone to yield a sodium tetraalkylborate tetraisopropylborate which is then hydrolyzed with hydrochloric acid to yield four molecules of an alcohol isopropanol Draw the complete mechanism of the reduction of acetone with sodium borohydride to form sodium tetraisopropylborate you do not have to draw the mechanism of the HClHZO hydrolysis step H Y0 H em 0 0 Na HO OH 9 H HCI 0 4 B eB gt eB H I H o o H H20 H0 OH H acetone isopropanoi Na H sodium tetralsopropylborate b Sodium borohydride does not react with four carbonyls simultaneously so in each step of the reaction the hydride does not have the same reactivity Considering the structures A through D below do you think the borohydride in each structures B D is more or less reactive than sodium borohydride A Explain your logic there is more than one correct way to approach this effect i H H H o e a e e H IH HI0 o lo o l o quot quot gtr W gtr 7ltquot gtr H H H H H A B c D one reduc ion two reductions three reductions


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