s20 2011 week 3 day 3

s20 2011 week 3 day 3 - Chemistry S-20ab Week 3 Chemistry...

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Oxidation of Alcohols Alcohols can be oxidized with various oxidizing agents. The most common are various derivatives of CrO 3 . We can make the following general observations: For primary alcohols: OH CrO 3 ("dry") O H OH CrO 3 ("wet") O OH (Where else have you seen an “option” for forming aldehydes versus forming carboxylic acids?) For secondary alcohols: O OH CrO 3 What do you think will happen for tertiary alcohols? OH CrO 3 ??? Reading : Sections 10.5 and 10.6 Chemistry S-20ab Week 3 1 ±²
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Reduction of Aldehydes and Ketones Aldehydes and ketones can be reduced to alcohols using NaBH 4 . We will not discuss the mechanism of this reaction at this point; you should simply be aware that this reaction gives exactly the reverse of the oxidation reactions discussed above: Interconversion of primary alcohols and aldehydes : OH CrO 3 ("dry") O H O H OH NaBH 4 Interconversion of secondary alcohols and ketones : O O NaBH 4 OH OH CrO 3 Reading : Section 19.8 (no, that’s not a typo!) Chemistry S-20ab Week 3 1 ±² EtOH EtOH
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Thiols vs. Alcohols: Similarities
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This note was uploaded on 07/28/2011 for the course CHEM S20 taught by Professor Evan during the Spring '11 term at Belhaven.

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s20 2011 week 3 day 3 - Chemistry S-20ab Week 3 Chemistry...

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