ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 31, Problem 31.21P
Interpretation Introduction
Interpretation: The possible constitutional isomers of as triacylglycerol formed from one mole of each palmitic acid, oleic and linoleic acid are to be drawn and the stereogenic centers are to be located in each constitutional isomer.
Concept introduction: Triacylglycerols are a type of lipids. They are composed of three fatty acids and glycerol. Simple triacylglycerol contains three same fatty acids while mixed triacylglycerol contains two or more different fatty acids. They are also known as triglycerides.
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a.) Draw the line angle structural formula for the ester in jojoba wax that is formed from arachidic acid, a 20-carbon saturated fatty acid, and 1-docosanol, CH3 —(CH2)21 —OH.
b.) Draw the line angle structural formula for a mixed triacylglycerol that contains two palmitic acid molecules and one oleic acid molecule on the center carbon of glycerol.
A 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.
A 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
Chapter 31 Solutions
ORGANIC CHEMISTRY
Ch. 31 - Problem 31.1
One component of jojoba oil is a wax...Ch. 31 - Problem 31.2
How would you expect the melting...Ch. 31 - Problem 31.3
Draw the products formed when...Ch. 31 - Problem 31.4
The main fatty acid component of the...Ch. 31 - Prob. 31.5PCh. 31 - Problem 31.6
Draw the structure of a lecithin...Ch. 31 - Prob. 31.7PCh. 31 - Problem 31.8
Why are phospholipids, but not...Ch. 31 - Problem 31.9
Explain why regularly ingesting a...Ch. 31 - Problem 31.10
Locate the isoprene units in each...
Ch. 31 - Problem 31.11
Locate the isoprene units in...Ch. 31 - Problem 31.12
Write a stepwise mechanism for the...Ch. 31 - Prob. 31.13PCh. 31 - Prob. 31.14PCh. 31 - Prob. 31.15PCh. 31 - Prob. 31.16PCh. 31 - 31.17 Locate the isoprene units in each...Ch. 31 - Prob. 31.18PCh. 31 - Prob. 31.19PCh. 31 - Prob. 31.20PCh. 31 - Prob. 31.21PCh. 31 - 31.22 What is the structure of an optically...Ch. 31 - Prob. 31.23PCh. 31 - 31.24 Draw the structure of the following...Ch. 31 - Prob. 31.25PCh. 31 - Locate the isoprene units in each compound. a. e....Ch. 31 - 31.27 Classify each terpene and terpenoid in...Ch. 31 - 31.38 Draw the products formed when cholesterol is...Ch. 31 - 31.29 An isoprene unit can be thought of as having...Ch. 31 - 31.30 Draw a stepwise mechanism for the conversion...Ch. 31 - Prob. 31.31PCh. 31 - Prob. 31.32PCh. 31 - Draw three-dimensional structures f or each...Ch. 31 - Prob. 31.34PCh. 31 - Prob. 31.35PCh. 31 - Prob. 31.36PCh. 31 - Prob. 31.37PCh. 31 - 31.38 Draw the products formed when cholesterol is...Ch. 31 - 31.39 Draw a stepwise mechanism for the following...Ch. 31 - 31.40 Draw a stepwise mechanism for the following...Ch. 31 - Prob. 31.41P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Identify the major class of each lipid from its components. a. fatty acids + glycerol b. fatty acids + sphingosine + a carbohydrate c. fatty acids + high-molecular-weight alcohols other than glycerol d. glycerol + fatty acids + phosphate group + choline e. fatty acids + sphingosine + phosphate group + a nitrogen compoundarrow_forwardBetween fatty acid A and B, Which is most likely solid at room temperature? CH3(CH2)18CO2H CH3CH2CH=CHCH2CH=CHCH2CH=CH(CH2)7CO2Harrow_forwardTriacylglycerides obtained from animal fats and plant oils are typically used in the production of biodiesel. Explain the advantage of using a triacylglyceride as the starting material for biodiesel synthesis over the waxy esters found in Jojoba oil.arrow_forward
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- 1. The reactions of fatty acids ( (a) hydrolysis, (b) saponification, and (c) hydrogenation), show the three chemical reactions of the triesters of palmitic acid. Give the IUPAC names of the products in every chemical reaction. [Use the expanded structure] Reaction 1 Reaction 2 Reaction 3 IUPAC Name of the products in Reaction 1 IUPAC Name of the products in Reaction 2. IUPAC Name of the products in Reaction 3.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_forwardWhat is The pi bond in lactic acid?arrow_forward
- Waste 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) Draw the mechanism (with curly arrows) for the first step of this reactionarrow_forwardGive the general classification of each compound.(a) glyceryl tripalmitatearrow_forwardArachidonic acid is a 20-carbon polyunsaturated essential fatty acid with 4 double bonds at positions omega-6, omega-9, omega-12, and omega-15. Draw the naturally occurring form of this fat.arrow_forward
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