ORGANIC CHEMISTRY-PRINT COMPANION (LL)
ORGANIC CHEMISTRY-PRINT COMPANION (LL)
4th Edition
ISBN: 9781119659594
Author: Klein
Publisher: WILEY
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Chapter 12.4, Problem 11ATS
Interpretation Introduction

Interpretation:

The given reaction is the conversion of ketones to alcohol. It must be determined whether the ring has been oxidized or reduced.

Concept introduction:

It is done by calculating the oxidation state of the atoms. If there is an increase in the charge on any atom, it is said to be oxidized. If there is a decrease in the oxidation state of the atom, it is said to be reduced. The oxidation state of the carbon on which the change has occurred must be calculated by cleaving the bonds between carbon and the atom to which it is attached.

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Use the following atomic weights and quantities to calculate the overall % yield of tetraphenylcyclopentadienone. Remember that your yield must be based on the limiting reagent, and that grams must be converted to moles. Filling out most of the chart will help. Give only two significant digits in your answer. If after rounding the answer is a whole number, do not include a decimal point. C = 12, H = 1, K = 39, O = 16 benzil + dibenzyl ketone potassium + → tetraphenylcyclopentadienone hydroxide formula formula weight grams 2.314 7.231 3.857 3.173 moles Answer: % yield
Use the following atomic weights and quantities to calculate the overall % yield of tetraphenylcyclopentadienone. Remember that your yield must be based on the limiting reagent, and that grams must be converted to moles. Filling out most of the chart will help. Give only two significant digits in your answer. If after rounding the answer is a whole number, do not include a decimal point. C = 12, H = 1, K = 39, O = 16 formula formula weight grams moles Answer: benzil + dibenzyl ketone + potassium hydroxide tetraphenylcyclopentadienone 4.135 8.646 1.140 % yield 6.956
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