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8B_handout2-feb6 - structure of a possible product that...

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Chem 8B, carbonyl and oxidation practice questions: 1. Under oxidation conditions, a primary alcohol can oxidize to give two different products. Give the structures of the first and second oxidation products for alcohol A : [O] = oxidation conditions H 3 C OH [O] [O] product of first oxidation product of second oxidation A B C b) What method would use to detect whether you formed any product in your oxidation reaction? c) If you are not sure whether you formed product B or C in you reaction, what technique would you use to identify the structure of your product? 2. Similar to 1,4-butanediol, explain why ethylene glycol is considered to be toxic if consumed by a child or animal. Draw the
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Unformatted text preview: structure of a possible product that might be causing the toxic effect and describe how you would confirm your hypothesis. 3. a) Label the nucleophile and electrophile in the reaction shown below. Then draw curved arrow(s) that represent the electron motion for the first step of this addition reaction, and show the intermediate that results from this step. :H structure of intermediate H 3 C H O b) Give the product of the following reduction reaction: H 3 C H 1. NaBH 4 product of reduction reaction A B 2. acid workup (H 3 O + ) NaBH 4 = :H O OH HO 1,4-butanediol HO OH ethylene glycol...
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