Ochem 221 redox cheat sheet
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14 Terms
Catalytic hydrogenation
reduces alkenes and alkynes to alkanes
Catalytic hydrogenation with Lindlar catalyst
reduces alkynes to cis alkenes
Dissolving metal reduction
converts alkynes to trans alkenes
Catalytic hydrogenation of aldehydes/ketones
reduces aldehydes and ketones to alcohols but requires extreme conditions
Sodium borohydride (NaBH4) on aldehydes
reduces aldehydes to 1° alcohols
Lithium aluminum hydride (LiAlH4) on aldehydes
reduces aldehydes to 1° alcohols
Sodium borohydride (NaBH4) on ketones
reduces ketones to 2° alcohols
Lithium aluminum hydride (LiAlH4) on ketones
reduces ketones to 2° alcohols
Lithium aluminum hydride (LiAlH4) on carboxylic acids
reduces carboxylic acids to 1° alcohols
Lithium aluminum hydride (LiAlH4) on esters
reduces esters to one 1° alcohol plus one additional alcohol
Chromic acid (H2CrO4) on 1° alcohols
oxidizes 1° alcohols to carboxylic acids
Chromic acid (H2CrO4) on 2° alcohols
oxidizes 2° alcohols to ketones
PCC on 1° alcohols
oxidizes 1° alcohols to aldehydes
PCC on 2° alcohols
oxidizes 2° alcohols to ketones
Note 
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