C. p-Nitrobenzyl or p-Bromophenacyl Esters Cl O₂N- R Br ос R Br O₂N- R Br -R Θ Br 1.2 mmol of acid is placed in 1 mL of water in a test tube and carefully neutralized with 10% NaOH solution. Then, a tiny amount of additional acid is added to make the solution just acidic to pH paper. Then add 2 mL of 95% ethanol and 0.8 mmol of the p-nitrobenzyl chloride(PNBC)/p- bromophenacyl bromide(PBPB). Reflux the mixture for about one hour (for pNBC) or 30-40 min (for pBPB) and add small amounts of 95% ethanol if a solid separates during reflux. Allow the hot solution to cool to room temperature and the derivative to crystallize. The liquid can be removed from the crystals by using a pipette. The solid ester should be recrystallized using a minimal amount of 95% ethanol in the same reaction tube.
C. p-Nitrobenzyl or p-Bromophenacyl Esters Cl O₂N- R Br ос R Br O₂N- R Br -R Θ Br 1.2 mmol of acid is placed in 1 mL of water in a test tube and carefully neutralized with 10% NaOH solution. Then, a tiny amount of additional acid is added to make the solution just acidic to pH paper. Then add 2 mL of 95% ethanol and 0.8 mmol of the p-nitrobenzyl chloride(PNBC)/p- bromophenacyl bromide(PBPB). Reflux the mixture for about one hour (for pNBC) or 30-40 min (for pBPB) and add small amounts of 95% ethanol if a solid separates during reflux. Allow the hot solution to cool to room temperature and the derivative to crystallize. The liquid can be removed from the crystals by using a pipette. The solid ester should be recrystallized using a minimal amount of 95% ethanol in the same reaction tube.
Chapter21: Synthesis Of N-butyl Bromide And T-pentyl Chloride
Section: Chapter Questions
Problem 1Q
Related questions
Question
Please provide a mechanism for the reaction with P-nitrobenzyl ester. The unknown is 3-pentanone.
Transcribed Image Text:C. p-Nitrobenzyl or p-Bromophenacyl Esters
Cl
O₂N-
R
Br
ос
R
Br
O₂N-
R
Br
-R
Θ
Br
1.2 mmol of acid is placed in 1 mL of water in a test tube and carefully neutralized with 10%
NaOH solution. Then, a tiny amount of additional acid is added to make the solution just acidic to
pH paper. Then add 2 mL of 95% ethanol and 0.8 mmol of the p-nitrobenzyl chloride(PNBC)/p-
bromophenacyl bromide(PBPB). Reflux the mixture for about one hour (for pNBC) or 30-40 min
(for pBPB) and add small amounts of 95% ethanol if a solid separates during reflux. Allow the
hot solution to cool to room temperature and the derivative to crystallize. The liquid can be
removed from the crystals by using a pipette. The solid ester should be recrystallized using a
minimal amount of 95% ethanol in the same reaction tube.
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