PRIN.OF GENERAL,ORGANIC+BIOLOG.CHEM.
2nd Edition
ISBN: 9781266811852
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 15.4, Problem 15.8P
Draw the structure of a triacylglycerol that contains (a) three molecules of stearic acid; (b) three molecules of oleic acid.
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4. C6H100
5
I peak
3
2
PPM
Integration values: 1.79ppm (2), 4.43ppm (1.33)
Ipeak
None
3. Consider the compounds below and determine if they are aromatic, antiaromatic, or
non-aromatic. In case of aromatic or anti-aromatic, please indicate number of I
electrons in the respective systems. (Hint: 1. Not all lone pair electrons were explicitly
drawn and you should be able to tell that the bonding electrons and lone pair electrons
should reside in which hybridized atomic orbital 2. You should consider ring strain-
flexibility and steric repulsion that facilitates adoption of aromaticity or avoidance of anti-
aromaticity)
H H
N
N:
NH2
N
Aromaticity
(Circle)
Aromatic Aromatic Aromatic Aromatic Aromatic
Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic
nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic
aromatic TT
electrons
Me
H
Me
Aromaticity
(Circle)
Aromatic Aromatic Aromatic
Aromatic Aromatic
Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic
nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic
aromatic πT
electrons
H
HH…
Chapter 15 Solutions
PRIN.OF GENERAL,ORGANIC+BIOLOG.CHEM.
Ch. 15.1 - In which solvents or solutions will a lipid be...Ch. 15.2 - (a) Draw a skeletal structure for each fatty acid....Ch. 15.2 - Prob. 15.3PCh. 15.2 - Prob. 15.4PCh. 15.3 - Draw the structure of a wax formed from stearic...Ch. 15.3 - One component of jojoba oil is a wax formed from...Ch. 15.3 - What hydrolysis products are formed when cetyl...Ch. 15.4 - Draw the structure of a triacylglycerol that...Ch. 15.4 - Prob. 15.9PCh. 15.4 - Draw the structure of a triacylglycerol that fits...
Ch. 15.5 - Draw the products formed from hydrolysis of each...Ch. 15.5 - Prob. 15.12PCh. 15.6 - Draw the structure of two different cephalins...Ch. 15.6 - Classify each lipid as a triacylglycerol,...Ch. 15.7 - Why are phospholipids rather than triacylglycerols...Ch. 15.7 - Prob. 15.16PCh. 15.8 - Prob. 15.17PCh. 15.8 - Prob. 15.18PCh. 15.9 - Prob. 15.19PCh. 15.9 - Prob. 15.20PCh. 15.10 - Why is it much easier to overdose on a fat-soluble...Ch. 15.10 - Prob. 15.22PCh. 15 - Prob. 15.23UKCCh. 15 - Prob. 15.24UKCCh. 15 - Prob. 15.25UKCCh. 15 - What hydrolysis products are formed when the wax...Ch. 15 - Prob. 15.27UKCCh. 15 - Prob. 15.28UKCCh. 15 - Draw the products formed when the given...Ch. 15 - Prob. 15.30UKCCh. 15 - Prob. 15.31UKCCh. 15 - Prob. 15.32UKCCh. 15 - Prob. 15.33APCh. 15 - Label each compound as a hydrolyzable or...Ch. 15 - Prob. 15.35APCh. 15 - Prob. 15.36APCh. 15 - Prob. 15.37APCh. 15 - How does each of the following affect the melting...Ch. 15 - Rank the fatty acids in order of increasing...Ch. 15 - How would you expect the melting points of the...Ch. 15 - Prob. 15.41APCh. 15 - Why are soaps water soluble, but the fatty acids...Ch. 15 - Draw the structure of a wax formed from palmitic...Ch. 15 - Prob. 15.44APCh. 15 - Prob. 15.45APCh. 15 - Prob. 15.46APCh. 15 - Prob. 15.47APCh. 15 - What hydrolysis products are formed when each wax...Ch. 15 - Draw a triacylglycerol that fits each description:...Ch. 15 - Draw a triacylglycerol that fits each description:...Ch. 15 - Prob. 15.51APCh. 15 - Prob. 15.52APCh. 15 - Prob. 15.53APCh. 15 - Prob. 15.54APCh. 15 - Prob. 15.55APCh. 15 - Draw the products formed when the given...Ch. 15 - Prob. 15.57APCh. 15 - Prob. 15.58APCh. 15 - Prob. 15.59APCh. 15 - Prob. 15.60APCh. 15 - Prob. 15.61APCh. 15 - Why are LDLs soluble in the blood?Ch. 15 - Describe the role of HDLs and LDLs in cholesterol...Ch. 15 - Prob. 15.64APCh. 15 - Prob. 15.65APCh. 15 - Prob. 15.66APCh. 15 - Answer each question with regards to vitamins A...Ch. 15 - Answer each question in Problem 15.67 for vitamins...Ch. 15 - Prob. 15.69APCh. 15 - Prob. 15.70APCh. 15 - Prob. 15.71APCh. 15 - How are soaps and phosphoacylglycerols similar in...Ch. 15 - Some fish oils contain triacylglycerols formed...Ch. 15 - Some marine plankton contain triacylglycerols...Ch. 15 - Prob. 15.75APCh. 15 - Prob. 15.76APCh. 15 - Prob. 15.77APCh. 15 - Prob. 15.78APCh. 15 - Prob. 15.79CPCh. 15 - Prob. 15.80CP
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