Organic Reaction Help

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supraman

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Why does the the ester not form the bottom picture (I made that in paint believing thats what the products are). I know, or think I know that LAH will reduce esters to form 2 alcohols, not the above picture! Anyone?

lol Sorry for advertisement attached; its from free upload site
 
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Just like you said, the LAH will reduce the C-O double bond to an alcohol. However, only the double bonds are reduced, which is why your OCH2CH3 stays on the same form.
 
ethers get reduced to 2 alcohols.

also carboxylic acids get reduced into a primary alcohol and not a geminal diol
 



Why does the the ester not form the bottom picture (I made that in paint believing thats what the products are). I know, or think I know that LAH will reduce esters to form 2 alcohols, not the above picture! Anyone?

lol Sorry for advertisement attached; its from free upload site


The product on the bottom is correct, except that there should only be one OH on the left side.
 
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