EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 13.10, Problem 23P
a. If the biosynthesis of palmitic acid were carried out with CD3COSR and nondeuterated malonyl thioester, how many deuterium atoms would be incorporated into palmitic acid?
b. If the biosynthesis of palmitic acid were carried out with −OOCCD2COSR and nondeuterated acetyl thioester, how many deuterium atoms would be incorporated into palmitic acid?
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Palmitic acid is a 16-carbon fatty acid. In a balanced equation, the products of the saponification of
tripalmitin (glyceryl tripalmitate) are
0
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CH2-OH +3 CH3-(CH2)14-C-O'Nat
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1
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CH₂-OH
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3 CH-OH
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CH2-OH+CH3-(CH2)14-C-0-Na*
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1
CH-OH
1
CH2-OH+2CH3CH2)14-C-0-Na
0
O
CH2-OH+H3C-(CH2)16-C-0-Na
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CHy-ON*+3CH3|CH CÁCH
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MacBook Air
Draw the products formed when β-D-galactose is treated with each reagent.
a. Ag2O + CH3I
b. NaH + C6H5CH2Cl
c. The product in (b), then H3O+
d. Ac2O + pyridine
e. C6H5COCl + pyridine
f. The product in (c), then C6H5COCl + pyridine
Chapter 13 Solutions
EBK ESSENTIAL ORGANIC CHEMISTRY
Ch. 13.1 - Identify the most acidic hydrogen in each...Ch. 13.1 - Prob. 2PCh. 13.1 - Prob. 3PCh. 13.1 - Prob. 4PCh. 13.1 - Explain why HO cannot remove a proton from the...Ch. 13.2 - Prob. 6PCh. 13.2 - Prob. 7PCh. 13.3 - Prob. 8PCh. 13.3 - Prob. 9PCh. 13.3 - Prob. 10P
Ch. 13.4 - Prob. 11PCh. 13.5 - Prob. 12PCh. 13.5 - Prob. 13PCh. 13.6 - Prob. 14PCh. 13.7 - Prob. 16PCh. 13.8 - Prob. 17PCh. 13.8 - Prob. 18PCh. 13.8 - Prob. 19PCh. 13.9 - Prob. 20PCh. 13.10 - Propose a mechanism for the formation of...Ch. 13.10 - Prob. 22PCh. 13.10 - a. If the biosynthesis of palmitic acid were...Ch. 13 - Draw the enol tautomers for each of the following...Ch. 13 - Number the following compounds in order from...Ch. 13 - Prob. 26PCh. 13 - Explain why the pKa of a hydrogen bonded to the...Ch. 13 - Prob. 28PCh. 13 - Prob. 29PCh. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - Prob. 32PCh. 13 - Prob. 33PCh. 13 - Using cyclopentanone as the reactant, show the...Ch. 13 - Prob. 35PCh. 13 - Prob. 36PCh. 13 - Prob. 37PCh. 13 - Prob. 38PCh. 13 - Prob. 39PCh. 13 - Prob. 40PCh. 13 - Prob. 41PCh. 13 - Prob. 42PCh. 13 - Prob. 43PCh. 13 - Prob. 44PCh. 13 - Describe how the following compounds can be...Ch. 13 - Prob. 46PCh. 13 - Which would require a higher temperature:...Ch. 13 - Prob. 48PCh. 13 - Propose a mechanism for the following reaction:Ch. 13 - Show how the following compounds could be...Ch. 13 - Prob. 51PCh. 13 - Prob. 52P
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