Chemistry (OER)
19th Edition
ISBN: 9781947172623
Author: OpenStax
Publisher: OpenStax College
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Textbook Question
Chapter 20, Problem 60E
Write two complete, balanced equations for each of the following reactions, one using condensed formulas and one using Lewis structures.
Ethylammonium chloride is added to a solution of sodium hydroxide.
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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the
molecule depicted below.
Bond B
Bond A
Bond C
a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in
appropriate boxes.
Weakest
Bond
Strongest
Bond
b. (4pts) Consider the relative stability of all cleavage products that form when bonds A,
B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B,
and C are all carbon radicals.
i. Which ONE cleavage product is the most stable? A condensed or bond line
representation is fine.
ii. Which ONE cleavage product is the least stable? A condensed or bond line
representation is fine.
c. (5pts) Use principles discussed in lecture, supported by relevant structures, to
succinctly explain the why your part b (i) radical is more stable than your part b(ii)
radical. Written explanation can be no more than one-two succinct sentence(s)!
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Print Last Name, First Name Initial
Statifically more chances to abstract one of these 6H
11. (10pts total) Consider the radical chlorination of 1,3-diethylcyclohexane depicted below. 4
4th total
• 6H total
래
• 4H total
21 total
ZH
2H
Statistical
H < 3° C-H weakest
-
product
abstraction here
bund
leads to thermo favored
a) (6pts) How many unique mono-chlorinated products can be formed and what are the
structures for the thermodynamically and statistically favored products?
Product
6
Number of Unique
Mono-Chlorinated Products
Thermodynamically
Favored Product
Statistically
Favored Product
b) (4pts) Draw the arrow pushing mechanism for the FIRST propagation step (p-1) for the
formation of the thermodynamically favored product. Only draw the p-1 step. You do
not need to include lone pairs of electrons. No enthalpy calculation necessary
H
H-Cl
Waterfox
10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation →
depicted below
Use proper curved arrow notation that explicitly illustrates all bonds being broken, and
all bonds formed in the transformation.
Also, be sure to include all lone pairs and formal charges on all atoms involved in the
flow of electrons.
CH3O
II
HA
H
CH3O-H
H
①
Chapter 20 Solutions
Chemistry (OER)
Ch. 20 - Write the chemical formula and Lewis structure of...Ch. 20 - What is the difference between the hybridization...Ch. 20 - On a microscopic level, how does the reaction of...Ch. 20 - On a microscopic level, how does the reaction of...Ch. 20 - Explain why unbranched alkenes can form geometric...Ch. 20 - Explain why these two molecules are not isomers:Ch. 20 - Explain why these two molecules are not isomers:Ch. 20 - How does the carbon-atom hybridization change when...Ch. 20 - Write the Lewis structure and molecular formula...Ch. 20 - Write the chemical formula, condensed formula, and...
Ch. 20 - Give the complete IUPAC name for each of the...Ch. 20 - Give the complete IUPAC name for each of the...Ch. 20 - Butane is used as a fuel in disposable lighters....Ch. 20 - Write Lewis structures and name the five...Ch. 20 - Write Lewis structures for the Cis -trans isomers...Ch. 20 - Write structures for the three isomers of the...Ch. 20 - Isooctane is the common name of the isomer of...Ch. 20 - Write Lewis structures and IUPAC names for the...Ch. 20 - Write Lewis structures and IUPAC names for all...Ch. 20 - Name and write the structures of all isomers of...Ch. 20 - Write the structures for all the isomers of the...Ch. 20 - Write Lewis structures and describe the molecular...Ch. 20 - Benzene is one of the compounds used as an octane...Ch. 20 - Teflon is prepared by the polymerization of...Ch. 20 - Write two complete, balanced equations for each of...Ch. 20 - Write two complete, balanced equations for each of...Ch. 20 - What mass of 2-bromopropane could be prepared from...Ch. 20 - Acetylene is a very weak acid; however, it will...Ch. 20 - Ethylene can be produced by the pyrolysis of...Ch. 20 - Why do the compounds hexane, hexanol, and hexane...Ch. 20 - Write condensed formulas and provide IUPAC names...Ch. 20 - Give the complete IUPAC name for each of the...Ch. 20 - Give the complete IUPAC name and the common name...Ch. 20 - Write the condensed structures of both isomers...Ch. 20 - Write the condensed structures of all isomers with...Ch. 20 - Draw the condensed formulas for each of the...Ch. 20 - MTBE, Methyl tert -butyl ether, CH3OC(CH3)3, is...Ch. 20 - Write two complete balanced equations for each of...Ch. 20 - Write two complete balanced equations for each of...Ch. 20 - Order the following molecules from least to most...Ch. 20 - Predict the products of oxidizing the molecules...Ch. 20 - Predict the products of reducing the following...Ch. 20 - Explain why it is not possible to possible a...Ch. 20 - How does hybridization of the substituted carbon...Ch. 20 - Fatty acids are carboxylic acids that have long...Ch. 20 - Write a condensed structural formula, such as...Ch. 20 - Write a condensed structural formula, such as...Ch. 20 - The foul odor of rancid butter is caused by...Ch. 20 - Write the two-resonance structures for the acetate...Ch. 20 - Write two complete, balanced equations for each of...Ch. 20 - Write two complete balanced equations for each of...Ch. 20 - Yields in organic reactions are sometimes low....Ch. 20 - Alcohols A, B and C all have the composition C4H...Ch. 20 - Write the Lewis structures of both isomers with...Ch. 20 - What is the molecular structure about the nitrogen...Ch. 20 - Write the two resonance structures for the...Ch. 20 - Draw Lewis structures for pyridine and its...Ch. 20 - Write the Lewis structures of all isomers with the...Ch. 20 - Write two complete balanced equations for the...Ch. 20 - Write two complete, balanced equations for each of...Ch. 20 - Identify any carbon atoms that change...Ch. 20 - Identify any carbon atoms that change...Ch. 20 - Identify any carbon atoms that change...
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