March 11 2008 discussion sheet_1

March 11 2008 discussion sheet_1 - Carbonyl carbons react...

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March 11, 2008 Discussion sheet focus on Chapter 17 and 18. From the list below identify the nucleophiles.  Some molecules have both nucleophilic and electrophilic  positions.  In those cases point to the nucleoophile. NH 2 H 3 C I H 3 C MgI S H 2 C P Ph Ph Ph Li H 3 C C C H C CH 3 O O O O (CH 3 ) 2 CuLi NaCN NaOH N Li Draw the following: Hydrate Carbinolamine Enol Hemiacetal Enolate Cyanohydrin Show the mechanism for making  one  of the above species. Come up with a reaction where we would need to use an  acetal protecting group . Draw; then compare and contrast the  enol  with the  enamine
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Draw benzylpropylketone, (not phenylpropylketone) and label the carbons as  ,  and so on.
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Unformatted text preview: Carbonyl carbons react with what types of compounds? Alpha carbons (as enolates or enols) react with what types of compounds? Beta carbons (in - unsaturated ketones and aldehydes) can react what types of compounds? Show the enolates that can be made from the carbonyl compounds below. C O CH 3 H C C H 2 O CH 3 H 3 C C C H 2 C CH 3 O O If I made the compound below from methyl phenyl ketone, under what conditions must I have done the bromination? O Br Multistep synthesis: O O SH O O O O O H 3 C...
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March 11 2008 discussion sheet_1 - Carbonyl carbons react...

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