DIBAL - 2 O 3 . Take inorganic chemistry if you give a rats...

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DIBAL: Mild Reducing Agent used to make Aldehydes DIBAL, diisobutyl aluminum hydride (aka, DIBAL-H), is a toned-down reducing agent that is not as strong as LAH. It is neutral in charge and has two electron donating alkyl groups on the aluminum center. Hence, it can be used to selectively reduce carboxylic acid derivatives to aldehydes. Al H O O Cl O N H O N H O DIBAL All of these products are obtained after work up, and this is particularly important when considering the nitrile that doesn’t have an oxygen to begin with. H Al R R N + H N + Al R R H N Al R R H N Al R R H 2 O/H H O Hydrolysis Mechanism (leaving off the Al center, which gets converted to Al
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Unformatted text preview: 2 O 3 . Take inorganic chemistry if you give a rats ass about this.) + H N H H N H H H N H H H N H H H N H H + OH 2 OH 2 H 2 N H PS OH H 3 N H- NH 3 H O H H O H-H H O A close cousin of DIBAL is lithium tri( t-butoxy)aluminum hydride. It too, is a toned down LAH that will essentially do the same selective reductive chemistry. For this class, these two mild reducing agents can be used interchangeably. O AlH 3 Li Lithium tri(t-butoxy)aluminum hydride...
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This note was uploaded on 09/25/2009 for the course CH 223 taught by Professor Brown during the Spring '08 term at N.C. State.

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DIBAL - 2 O 3 . Take inorganic chemistry if you give a rats...

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