-The product contains appreciable unreacted Br 2 -The reaction product was incom
ID: 900047 • Letter: #
Question
-The product contains appreciable unreacted Br2
-The reaction product was incompletely recrystallized
-The trans-cinnamic acid did not appreciably react with Br2
The reaction of trans-cinnamic acid with Br2 yields the dibromide product 2,3-dibromo-3-phenylpropanoic acid. Select the consequence that is LEAST likely to occur if the dibromide product is recrystallized in dichloromethane, rather than a solution of 50% aqueous ethanol.
-The dibromide product may not completely recrystallize
-The reaction would occur as a syn addition, rather than an anti addition
-Residual acetic acid will not dissolve into the recrystallization solvent
-The recrystallization in dichloromethane would need to be performed at a lower temperature than it could be in 50% aqueous ethanol
omine was added to trans-cinnamic acid and the melting point range of the purified product was found to be 135-136 "C. Based on the melting points in the table below, select the most likely reason for this result. COOH Br Compound melting point, OOH trans-cinnamic acid 136 Br -7 Br2 erythro-2,3-dibromo-3- 204 phenylproapnoic acid threo-2,3-dibromo-3- 95 phenylproapnoic acid acetic acid 2,3-dibromo-3 phenylpropanoic acidP trans-cinnamic acidExplanation / Answer
-----The product is a mixture of erythro and threo isomer.
-----The recrystallization in dichloromethane would need to be performed at a lower temperature than it could be in 50% aqueous ethanol
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