OH strong acid ÓH heat benzopinacol molar mass = 366.46 g/mol benzopinacolone molar mass = 348.45 g/mol

EBK A SMALL SCALE APPROACH TO ORGANIC L
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Chapter21: Synthesis Of N-butyl Bromide And T-pentyl Chloride
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Problem 1aQ
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Question 2: The reaction shown is not balanced. What else is missing in the overall equation?

hydroxide (-OH)

ethanol

water (H2O)

benzophenone

Ashe went into the lab to set up the following reaction:
OH
strong acid
OH
heat
benzopinacol
molar mass = 366.46 g/mol
benzopinacolone
molar mass = 348.45 g/mol
They found a procedure ahead of time that says the following:
"Combine 100 mg of benzopinacol and 1 mL of acetic acid in a test tube. Add a small crystal of iodine (the solution should brown), and warm the test tube gently. Follow the
reaction by TLC. When it is complete (just a few minutes), chill the reaction mixture and filter the resulting crystals. You may have to add some cold ethanol to have enough
liquid to filter. Wash the crystals with a little cold ethanol, then record a melting point and yield." (From Bell, Clark, and Taber)
Transcribed Image Text:Ashe went into the lab to set up the following reaction: OH strong acid OH heat benzopinacol molar mass = 366.46 g/mol benzopinacolone molar mass = 348.45 g/mol They found a procedure ahead of time that says the following: "Combine 100 mg of benzopinacol and 1 mL of acetic acid in a test tube. Add a small crystal of iodine (the solution should brown), and warm the test tube gently. Follow the reaction by TLC. When it is complete (just a few minutes), chill the reaction mixture and filter the resulting crystals. You may have to add some cold ethanol to have enough liquid to filter. Wash the crystals with a little cold ethanol, then record a melting point and yield." (From Bell, Clark, and Taber)
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