Organic Chemistry
7th Edition
ISBN: 9780321826596
Author: Bruice, Paula Yurkanis/
Publisher: Pearson College Div
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Textbook Question
Chapter 16.13, Problem 36P
Draw the structure of an optically inactive fat that, when hydrolyzed under acidic conditions, gives glycerol, one equivalent of lauric acid, and two equivalents of stearic acid.
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Draw the structure of an optically inactive fat that, when hydrolyzed under acidic conditions, gives glycerol, one equivalent of lauric acid, and two equivalents of stearic acid.
Draw the structure of an optically active fat that, when hydrolyzed under acidic conditions.
What is the structure of an optically inactive triacylglycerol that yields two moles of oleic acid and one mole of palmitic acid when hydrolyzed in aqueous acid?
Chapter 16 Solutions
Organic Chemistry
Ch. 16.1 - The aromas of many flowers and fruits are due to...Ch. 16.1 - Prob. 2PCh. 16.1 - Name the following:Ch. 16.1 - Prob. 4PCh. 16.2 - Prob. 5PCh. 16.2 - Which is longer, the carbon-oxygen single bond in...Ch. 16.2 - There are three carbon-oxygen bonds in methyl...Ch. 16.2 - Prob. 8PCh. 16.4 - Prob. 9PCh. 16.4 - Prob. 10P
Ch. 16.5 - a. What is the product of the reaction of acetyl...Ch. 16.6 - a. Which compound has the stretching vibration for...Ch. 16.6 - Using the pKa values listed in Table 15.1, predict...Ch. 16.6 - Is the following statement true or false? If the...Ch. 16.7 - What is the product of an acyl substitution...Ch. 16.8 - PROBLEM 16
Starting with acetyl chloride, what...Ch. 16.8 - Prob. 18PCh. 16.9 - We saw that it is necessary to use excess amine in...Ch. 16.9 - Prob. 20PCh. 16.9 - a. state three factors that cause the uncatalyzed...Ch. 16.10 - Prob. 23PCh. 16.10 - Using the mechanism for the acid-catalyzed...Ch. 16.10 - Prob. 25PCh. 16.10 - Prob. 27PCh. 16.10 - Write the mechanism for the acid-catalyzed...Ch. 16.10 - Write the mechanism for the acid-catalyzed...Ch. 16.11 - Prob. 30PCh. 16.12 - Prob. 31PCh. 16.12 - Prob. 32PCh. 16.13 - Prob. 34PCh. 16.13 - Which has a higher melting point, glyceryl...Ch. 16.13 - Draw the structure of an optically inactive fat...Ch. 16.13 - Draw the structure of an optically active fat...Ch. 16.14 - Show how each of the following esters could he...Ch. 16.14 - Prob. 39PCh. 16.15 - Prob. 40PCh. 16.15 - Which of the following reactions leads to the...Ch. 16.16 - Prob. 42PCh. 16.16 - Prob. 43PCh. 16.18 - Prob. 44PCh. 16.18 - Prob. 45PCh. 16.19 - Prob. 46PCh. 16.19 - Which alkyl halides from the carboxylic acids...Ch. 16.20 - Prob. 49PCh. 16.20 - Prob. 50PCh. 16.20 - Prob. 51PCh. 16.21 - Prob. 52PCh. 16.21 - Prob. 53PCh. 16.22 - How could you synthesize the following compounds...Ch. 16 - Prob. 55PCh. 16 - Name the following:Ch. 16 - Prob. 57PCh. 16 - What compound are obtained from the fallowing...Ch. 16 - a. Rank the following esters in order of...Ch. 16 - Because bromocyclohexane is a secondary alkyl...Ch. 16 - a. Which compound would you expect to have a...Ch. 16 - How could you use 1H NMR spectroscopy to...Ch. 16 - Prob. 63PCh. 16 - a. When a carboxylic acid is dissolved in...Ch. 16 - Rank the following compounds in order of...Ch. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - A compound with molecular formula C5H10O2 gives...Ch. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Two products, A and B, are obtained from the...Ch. 16 - Prob. 74PCh. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - When treated with an equivalent of methanol,...Ch. 16 - a. Identify the two products obtained from the...Ch. 16 - Prob. 80PCh. 16 - Identity the major and minor products of the...Ch. 16 - Prob. 82PCh. 16 - When a compound with molecular formula C11H14O2...Ch. 16 - Prob. 84PCh. 16 - Prob. 85PCh. 16 - The 1H NMR spectra for two esters with molecular...Ch. 16 - Show how the following compounds could be prepared...Ch. 16 - Prob. 88PCh. 16 - Prob. 89PCh. 16 - Prob. 90PCh. 16 - The intermediate shown here is formed during the...Ch. 16 - Prob. 92PCh. 16 - Propose a mechanism that accounts for the...Ch. 16 - Catalytic antibodies catalyze a reaction by...Ch. 16 - Prob. 95P
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- Identify the following fatty acid, and tell whether it is more likely to be found in peanut oil or in red meat:arrow_forwardA triglyceride can be optically active if it contains two or more different fatty acids.(a) Draw the structure of an optically active triglyceride containing one equivalent of myristic acid and two equivalentsof oleic acidarrow_forwardA triglyceride can be optically active if it contains two or more different fatty acids.(a) Draw the structure of an optically active triglyceride containing one equivalent of myristic acid and two equivalentsof oleic acid.(b) Draw the structure of an optically inactive triglyceride with the same fatty acid composition.arrow_forward
- 1. Some marine plankton contain triacylglycerols formed from the polyunsaturated fatty acid (PUFA) such as: CH3CH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CHCH2CH=CHCH2COOH a) Draw the skeletal structure of the given PUFA showing the preffered stereogenic arrangement for a naturally-occuring lipid at each double bond. b) Write the systematic name of the fatty acid. c) What type of omega-n acid is this fatty acid? d) Would you expect this fatty acid to be a soild or liquid at room temperature?arrow_forwardA simple triacylglycerol is one that: a) Upon hydrolysis produces glycerol and three different fatty acids. b) Upon hydrolysis produces glycerol and at least two different fatty acids. c) Upon saponification gives glycerol and three fatty acid salts. d) Upon saponification gives three esters. e) Upon hydrolysis produces glycerol and three mol of a fatty acid.arrow_forwardare the fatty acid propyl esters (biodiesel) formed in acid-catalysed esterification of octanoic acid with 1-propanol more or less polar than glycerol?arrow_forward
- Can different fatty acids form esters on the same glycerol molecule? Is it possible for a trans-fatty acid to be synthesized from a cis-fatty acid? if so how? How many hydroxyl groups does the Sphingomyelin backbone contain?arrow_forwardWaste cooking oil contains free fatty acids as well as triacylglycerols. Draw the chemical equation (with molecular structures) for the acid-catalysed esterification of octanoic acid with 1-propanol (Fischer esterification). Show the product(s).arrow_forwardDraw the structure of a phosphoacylglycerol that contains glycerol, oleic acid and serine.arrow_forward
- Draw a triacylglycerol made from glycerol, myristic acid, palmitic acid, and oleic acid. Place palmitic acid at the middle position.arrow_forwardDraw a phosphoglyceride formed by the reaction of glycerol, 1 molecule of myristic acid, 1 molecule of linoleic acid, 1 phosphate and 1 molecule of ethanolamine. The drawing should be in the form found at physiological pH. Use a line drawing for the fatty acids. Becarful with the geometry of the unsaturated fatty acid. Make sure you attach the ethanolamine via the correct atom.arrow_forwardThe following triacylglycerol is composed of glycerol and A) two myristic acids and oleic acid B) two stearic acids and oleic acid C) two lauric acids and oleic acid D) myristic acid and two oleic acids E) myristic acid, lauric and oleic acidarrow_forward
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