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d - H" No direct method 1 SOCl 2" or PCl 3 2 2...

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CHEM 233 Interconversion of Carboxylic Acids and Derivatives This chart has been completed with possible methods for the conversions required. In some cases there is more than one way to accomplish the same conversion. Make From R C Cl O RCO 2 H or RCO 2 Na R ! OH or R ! O ! H 2 O 2 equiv. HNR " 2 NaOH (aq) No direct method 1) H 3 O + 2) SOCl 2 , " or PCl 3 R ! OH or R ! O ! H 2 O 2 equiv. HNR " 2 NaOH (aq) No direct method 1) NaOH (aq) 2) SOCl 2 , " or PCl 3 No direct method 1) NaOH (aq) 2) SOCl 2 , " or PCl 3 3) RCO 2 H excess R ! OH with catalytic H + , " 1) NaOH (aq), " 2) H 3 O + workup 1 equiv. HNR " 2 , " NaOH (aq), " SOCl 2 , " or PCl 3 RCOCl, Et 3 N or P 2 O 5 (a dehydrating agent) excess R ! OH, catalytic
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Unformatted text preview: H + , " No direct method 1) SOCl 2 , " or PCl 3 2) 2 equiv. HNR " 2 NaOH (aq) No direct method 1) NaOH (aq), " 2) SOCl 2 , " or PCl 3 No direct method 1) NaOH (aq), " 2) SOCl 2 , " or PCl 3 3) RCO 2 H No direct method 1) NaOH (aq), " 2) SOCl 2 , " or PCl 3 3) R ! OH 1) NaOH (aq), " 2) H 3 O + workup or H 3 O + , " NaOH (aq), " SOCl 2 , " or PCl 3 RCOCl 1) H 3 O + 2) R ! OH, catalytic H + or R ! ! X (R ! =1° or 2°) H 3 O + No direct method 1) H 3 O + 2) SOCl 2 , " or PCl 3 3) 2 equiv. HNR " 2 " means that the reaction is being heated...
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