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.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter18: Ethers And Epoxides; Thiols And Sulfides

Section18.SE: Something Extra

Problem 62GP: The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a...

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