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A chemist finds that the addition of (+)-epinephrine to
Chapter 6, Problem 13P(choose chapter or problem)
A chemist finds that the addition of \((+) \) to the catalytic reduction of butan-2-one (Figure 5-16) gives a product that is slightly optically active, with a specific rotation of \(+0.45^{\circ}\). Calculate the percentages of \((+)-\text { butan }-2-\text { ol and }(-) \text { butan }-2-\text { ol }\) formed in this reaction.
Equation Transcription:
Text Transcription:
(+)
+0.45°
(+)-butan-2-ol and (-)butan-2-ol
Questions & Answers
QUESTION:
A chemist finds that the addition of \((+) \) to the catalytic reduction of butan-2-one (Figure 5-16) gives a product that is slightly optically active, with a specific rotation of \(+0.45^{\circ}\). Calculate the percentages of \((+)-\text { butan }-2-\text { ol and }(-) \text { butan }-2-\text { ol }\) formed in this reaction.
Equation Transcription:
Text Transcription:
(+)
+0.45°
(+)-butan-2-ol and (-)butan-2-ol
ANSWER:
Solution 13P :
Step 1:
Given :
Observed specific rotation of butan-2-ol = +0.45°.
Percentages of (+)-butan-2-ol and (-)-butan-2-ol formed in this reaction = ?
The rotation of pure butan-2-ol = +13.5 %
We know formula for optical purity :
Optical purity(o.p) = 100 %
Hence , o.p for butan-2-ol = 100 %
= 3.33 %
Therefore, the o.p of butan-2-ol is 3.33 % which also means that the enantiomeric excess(e.e) is 3.33 % excess (+) enantiomer over (-) enantiomer.