Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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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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Stearidonic acid (C18H28O2) is an unsaturated fatty acid obtained fromoils isolated from hemp and blackcurrant
a.) What fatty acid is formed when stearidonic acid is hydrogenated withexcess H2 and a Pd catalyst?b.) What fatty acids are formed when stearidonic acid is hydrogenatedwith one equivalent of H2 and a Pd catalyst?c.) Draw the structure of a possible product formed when stearidonic acidis hydrogenated with one equivalent of H2 and a Pd catalyst, and onedouble bond is isomerized to a trans isomer.d.) How do the melting points of the following fatty acids compare:stearidonic acid; one of the products formed in part (b); the productdrawn in part (c)?
Which of the following molecules is least likely to be a fatty acid?
O
H₂C-(CH₂)-COOH
O
H₂C-CH(CH=CH-CH₂)-(CH₂-COOH
H₂C-(CH₂)-CH=CH-(CH₂)-COOH
(CH₂)-CH-(CH₂)-COOH
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?
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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