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Note: Strong oxidizing reagents will oxidize benzylic alcohols and carbonyls to carboxylic acids
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Caution: Strong oxidizing reagents will oxidize benzylic alkyl groups even if no initial C-O bond exists
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Caution: Even with extended alkyl chains, the strong oxidizing agent will wipe out all of the substituent chains down to benzylic carboxylic acids
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Caution: Cr(IV) derived oxidizing reagents work to generate benzylic carboxylic acids as well. The difference is these are run under acidic conditions instead of basic
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Note: Benzylic oxidation requires the presence of at least one benzylic hydrogen, so tert-butyl benzene is resistant to oxidation.
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Note: Milder oxidant to oxidize benzylic alcohols to carbonyls
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Note: Milder oxidant to oxidize benzylic alcohols to carbonyls
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Note: Benzylic oxidation requires the presence of a benzylic hydrogen, so no reaction occurs here
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Note: This reagent only works on benzylic alcohols, not 'regular' alkyl alcohols
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Note: Clemmenen reduction converts aldehydes and ketones into alkanes under acidic conditions
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![NN.[Na]O](https://cdb.ics.uci.edu/arrow-webapp/ArrowWebService?action=smi2png&smiles=NN.%5BNa%5DO&width=200&height=125&arrowdesc=&extraImageSetting=amap) heat
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Note: Wolff-Kishner reduction converts aldehydes and ketones into alkanes under basic conditions
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Note: Nitro groups can be reduced to amino groups with H2 and a metal catalyst
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 Light, Peroxide
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Note: Benzylic carbons can be brominated with NBS and peroxide, or Br2 and light
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(0.105 sec)
Link
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