Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th
7th Edition
ISBN: 9781305081086
Author: STOKER, H. Stephen
Publisher: Brooks Cole
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Question
Chapter 19.6, Problem 3QQ
Interpretation Introduction
Interpretation: The expected products obtained by the saponification of a fat have to be predicted.
Concept introduction: A hydrolysis reaction carried out in a basic solution is known as saponification reaction. The saponification of fats and oils gives fatty acid salts and glycerol.
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C. I, II, III
Consider the reaction sequence below to answer the following questions:
0
0
1. NaOEt, EtOH
ΕΙΟ
OEt
2
Compound X
CO₂Et
NaOEt, EtOH
CO₂Et
Br
Compound Y
A
Compound Z
A. Compound X, diethyl propanedioate, is more commonly known as
a. ethyl acetoacetate
acetoacetic ester
b.
C.
oxalic ester
d. malonic ester
B. Write the complete stepwise mechanism for the conversion of Compound X into Compound Y.
Show all electron flow with arrows and draw all intermediate structures.
Diethyl malonate can be prepared by the following reaction sequence. Draw the structures of each of
the missing intermediates in the boxes provided
EtO
0
H3C
11
C
1. Br₂ PBr
OH 2 H₂O
010
0
CH3CH₂OH
C
CH2
OEt
Ha
CH3CH2OH
на
NaCN
H₂SO4
NC
H₂O, heat
CH2
OCH2CH3
Chapter 19 Solutions
Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th
Ch. 19.1 - Prob. 1QQCh. 19.1 - Which of the following is not a biochemical...Ch. 19.1 - The saponifiable/nonsaponifiable classification...Ch. 19.2 - Prob. 1QQCh. 19.2 - Prob. 2QQCh. 19.2 - Prob. 3QQCh. 19.2 - Prob. 4QQCh. 19.3 - Prob. 1QQCh. 19.3 - Prob. 2QQCh. 19.4 - How many structural subunits are present in the...
Ch. 19.4 - Prob. 2QQCh. 19.4 - How many different simple triglyceride molecules...Ch. 19.4 - Prob. 4QQCh. 19.4 - Prob. 5QQCh. 19.4 - Unsaturated fatty acid residues are structural...Ch. 19.5 - Prob. 1QQCh. 19.5 - Prob. 2QQCh. 19.5 - Prob. 3QQCh. 19.6 - Prob. 1QQCh. 19.6 - Prob. 2QQCh. 19.6 - Prob. 3QQCh. 19.6 - Prob. 4QQCh. 19.6 - Prob. 5QQCh. 19.6 - Prob. 6QQCh. 19.7 - Based on biological function, phospholipids are...Ch. 19.7 - Prob. 2QQCh. 19.7 - Which of the following statements about the...Ch. 19.7 - When the head and two tails structural model is...Ch. 19.7 - Prob. 5QQCh. 19.7 - Prob. 6QQCh. 19.8 - The number of structural building blocks present...Ch. 19.8 - Prob. 2QQCh. 19.9 - Prob. 1QQCh. 19.9 - Which of the following types of membrane lipids...Ch. 19.9 - Prob. 3QQCh. 19.10 - Which of the following is a correct representation...Ch. 19.10 - Prob. 2QQCh. 19.10 - Prob. 3QQCh. 19.10 - Prob. 4QQCh. 19.10 - Which of the following membrane transport...Ch. 19.11 - Which of the following statements concerning bile...Ch. 19.11 - Which of the following statements concerning...Ch. 19.12 - Prob. 1QQCh. 19.12 - Prob. 2QQCh. 19.12 - Prob. 3QQCh. 19.13 - Prob. 1QQCh. 19.13 - Aspirin reduces inflammation and fever by...Ch. 19.13 - Prob. 3QQCh. 19.14 - Prob. 1QQCh. 19.14 - Prob. 2QQCh. 19.14 - Prob. 3QQCh. 19.15 - In which of the following pairs of lipid types are...Ch. 19.15 - Prob. 2QQCh. 19.15 - Prob. 3QQCh. 19 - Indicate whether each of the following general...Ch. 19 - Indicate whether each of the following general...Ch. 19 - Would you expect lipids to be soluble or insoluble...Ch. 19 - Would you expect lipids to be soluble or insoluble...Ch. 19 - What is the biochemical function category for each...Ch. 19 - What is the biochemical function category for each...Ch. 19 - Classify each of the following fatty acids as...Ch. 19 - Classify each of the following fatty acids as...Ch. 19 - Classify each of the following fatty acids as...Ch. 19 - Classify each of the following fatty acids as...Ch. 19 - Prob. 19.11EPCh. 19 - Prob. 19.12EPCh. 19 - Prob. 19.13EPCh. 19 - Prob. 19.14EPCh. 19 - Prob. 19.15EPCh. 19 - Classify each of the fatty acids in Problem 19-14...Ch. 19 - Draw the condensed structural formula for the...Ch. 19 - Draw the condensed structural formula for the...Ch. 19 - Prob. 19.19EPCh. 19 - Using the information given in Table 19-1, assign...Ch. 19 - What is the relationship between carbon chain...Ch. 19 - What is the relationship between degree of...Ch. 19 - What structural change is associated with the...Ch. 19 - Why does the introduction of a cis-double bond...Ch. 19 - In each of the following pairs of fatty acids,...Ch. 19 - In each of the following pairs of fatty acids,...Ch. 19 - What are the four structural subunits that...Ch. 19 - Draw the general block diagram for a...Ch. 19 - Prob. 19.29EPCh. 19 - Prob. 19.30EPCh. 19 - Draw the condensed structural formula of a...Ch. 19 - Draw the condensed structural formula of a...Ch. 19 - Draw block diagram structures for the four...Ch. 19 - Draw block diagram structures for the three...Ch. 19 - Identify, by common name, fatty acids present in...Ch. 19 - Identify, by common name, fatty acids present in...Ch. 19 - Prob. 19.37EPCh. 19 - Prob. 19.38EPCh. 19 - Prob. 19.39EPCh. 19 - Prob. 19.40EPCh. 19 - Prob. 19.41EPCh. 19 - Prob. 19.42EPCh. 19 - Prob. 19.43EPCh. 19 - Prob. 19.44EPCh. 19 - Prob. 19.45EPCh. 19 - Prob. 19.46EPCh. 19 - For each of the triacylglycerol molecules in...Ch. 19 - For each of the triacylglycerol molecules in...Ch. 19 - What are the general names for the products...Ch. 19 - What additional products are formed when a...Ch. 19 - Classify each of the reaction situations in...Ch. 19 - Prob. 19.52EPCh. 19 - Draw condensed structural formulas for all...Ch. 19 - Draw condensed structural formulas for all...Ch. 19 - Prob. 19.55EPCh. 19 - Draw condensed structural formulas for all...Ch. 19 - Why can only unsaturated triacylglycerols undergo...Ch. 19 - Prob. 19.58EPCh. 19 - How many molecules of H2 will react with one...Ch. 19 - How many molecules of H2 will react with one...Ch. 19 - Prob. 19.61EPCh. 19 - Prob. 19.62EPCh. 19 - Prob. 19.63EPCh. 19 - Prob. 19.64EPCh. 19 - Prob. 19.65EPCh. 19 - Prob. 19.66EPCh. 19 - Prob. 19.67EPCh. 19 - Prob. 19.68EPCh. 19 - The following is a block diagram for a...Ch. 19 - Prob. 19.70EPCh. 19 - Prob. 19.71EPCh. 19 - Prob. 19.72EPCh. 19 - Prob. 19.73EPCh. 19 - Indicate whether each of the following statements...Ch. 19 - Based on the head and two tails model for the...Ch. 19 - Based on the head and two tails model for the...Ch. 19 - Prob. 19.77EPCh. 19 - Prob. 19.78EPCh. 19 - Prob. 19.79EPCh. 19 - Prob. 19.80EPCh. 19 - Prob. 19.81EPCh. 19 - Prob. 19.82EPCh. 19 - Prob. 19.83EPCh. 19 - Prob. 19.84EPCh. 19 - Which of the terms triacylglycerol,...Ch. 19 - Prob. 19.86EPCh. 19 - Prob. 19.87EPCh. 19 - Which of the terms triacylglycerol,...Ch. 19 - Prob. 19.89EPCh. 19 - Prob. 19.90EPCh. 19 - Prob. 19.91EPCh. 19 - Prob. 19.92EPCh. 19 - Prob. 19.93EPCh. 19 - Prob. 19.94EPCh. 19 - Prob. 19.95EPCh. 19 - Prob. 19.96EPCh. 19 - Give numerical answers to the following questions...Ch. 19 - Prob. 19.98EPCh. 19 - Prob. 19.99EPCh. 19 - Prob. 19.100EPCh. 19 - In a dietary context, what is the difference...Ch. 19 - Prob. 19.102EPCh. 19 - Prob. 19.103EPCh. 19 - Prob. 19.104EPCh. 19 - Indicate whether each of the following statements...Ch. 19 - Indicate whether each of the following statements...Ch. 19 - What is the function of unsaturation in the...Ch. 19 - Prob. 19.108EPCh. 19 - Prob. 19.109EPCh. 19 - Prob. 19.110EPCh. 19 - Prob. 19.111EPCh. 19 - Prob. 19.112EPCh. 19 - Prob. 19.113EPCh. 19 - Prob. 19.114EPCh. 19 - Prob. 19.115EPCh. 19 - Prob. 19.116EPCh. 19 - Prob. 19.117EPCh. 19 - Prob. 19.118EPCh. 19 - Prob. 19.119EPCh. 19 - Prob. 19.120EPCh. 19 - Prob. 19.121EPCh. 19 - Prob. 19.122EPCh. 19 - Prob. 19.123EPCh. 19 - Prob. 19.124EPCh. 19 - What is the medium through which bile acids are...Ch. 19 - What is the chemical composition of bile?Ch. 19 - At what location in the body are bile acids stored...Ch. 19 - Prob. 19.128EPCh. 19 - Prob. 19.129EPCh. 19 - Prob. 19.130EPCh. 19 - Prob. 19.131EPCh. 19 - Prob. 19.132EPCh. 19 - Prob. 19.133EPCh. 19 - Prob. 19.134EPCh. 19 - Prob. 19.135EPCh. 19 - Prob. 19.136EPCh. 19 - Prob. 19.137EPCh. 19 - Prob. 19.138EPCh. 19 - Draw the structure of an anabolic steroid with the...Ch. 19 - Prob. 19.140EPCh. 19 - What is the major structural difference between a...Ch. 19 - What is the major structural difference between a...Ch. 19 - Prob. 19.143EPCh. 19 - What structural feature distinguishes a...Ch. 19 - Classify each of the following types of lipids as...Ch. 19 - Classify each of the following types of lipids as...Ch. 19 - Prob. 19.147EPCh. 19 - Prob. 19.148EPCh. 19 - Prob. 19.149EPCh. 19 - Draw the condensed structural formula of a wax...Ch. 19 - Prob. 19.151EPCh. 19 - Biological waxes have a head and two tails...Ch. 19 - Which of the substance categories biological wax,...Ch. 19 - Which of the substance categories biological wax,...Ch. 19 - Prob. 19.155EPCh. 19 - Prob. 19.156EPCh. 19 - Prob. 19.157EPCh. 19 - Indicate whether or not each of the following...Ch. 19 - Prob. 19.159EPCh. 19 - Prob. 19.160EPCh. 19 - Prob. 19.161EPCh. 19 - Prob. 19.162EP
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