Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 19.4, Problem 3P

Why does the OH group add to the β-carbon rather than to the α-carbon in the second reaction in the β-oxidation of fats? (Hint: See Section 12.10.)

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You are given 150 mL of an oil made up of a mixture of 3 fatty acids: palmitoleic acid (C 16:1 (n-7)) erucic acid (C 22:1 (n-9)) stearidonic acid (C 18:4 (n-3))   You know that the 150 mL sample of this oil was prepared by adding 60 mL of palmitoleic acid to 90 mL of a mixture of erucic acid and stearidonic acid.   Using a hydrometer you carefully measure the density of the 150 mL sample of oil and your analysis indicates that it has a density of 0.900 g/cm3.   The densities of the individual fatty acids are: palmitoleic acid = 0.894 g/cm3 erucic acid = 0.860 g/cm3 stearidonic acid = 0.9334 g/cm3   Can you determine the volumes (in mL) of erucic acid and stearidonic acid in the total volume (150 mL) of the oil mixture?
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Why does the OH group add to the b-carbon rather than to the α-carbon in the second reaction in the β-oxidation of fats?
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