Chemistry Atoms First2e
2nd Edition
ISBN: 9781947172647
Author: OpenStax
Publisher: OpenStax College
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Chapter 5, Problem 3E
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Consider the reaction below to answer the following questions:
Acetoacetic ester can be prepared by the Claisen self-condensation reaction of ethyl acetate.
1. NaOEt, EtOH
H&C
OCH CH3 2 H30
H3C
CH2
OCH2CH3
A. Write the complete stepwise mechanism for this reaction. Show all electron flow with arrows and
draw all intermediate structures.
B. Ethyl acetate can be prepared from ethanol as the only organic starting material. Show all reagents
and structures for all intermediates in this preparation.
C. Give the structures of the ester precursors for the following Claisen condensation product and
formulate the reaction.
OEt
Use the phase diagram of Substance X below to find the temperature at which X turns to a gas, if the pressure above the solid is 3.7 atm.
pressure (atm)
32
16
solid
liquid
gas
0
0
200
temperature (K)
Note: your answer must be within 20 °C of the exact answer to be graded correct.
Шос
☑
ك
Starting from bromoethane, how could you prepare the following compounds:
a. Ethanol.
b. Acetaldehyde
f. Acetone.
e. 2-Propanol
i. Acetoacetic ester.
d. 2-Bromoacetic acid.
c. Acetic acid
g. Acetamide.
j. Ethylmalonate
k. Gama ketoacid.
h. Ethyl magnesium bromide.
Chapter 5 Solutions
Chemistry Atoms First2e
Ch. 5 - Explain how σ and bonds are similar and how they...Ch. 5 - Use valence bond theory to explain the bonding in...Ch. 5 - Use valence bond theory to explain the bonding in...Ch. 5 - How many and bonds are present in the molecule...Ch. 5 - A friend tell you N2 has three bonds due to...Ch. 5 - Draw the Lewis Structures for CO2andCO , and...Ch. 5 - Why is the concept of hybridization required in...Ch. 5 - Give the shape that describes each hybrid orbital...Ch. 5 - Explain why a carbon atom cannot from five bonds...Ch. 5 - What is the hybridization of the central atom in...
Ch. 5 - A molecule with the formula AB3 could have one of...Ch. 5 - Methionine, CH3SCH2CH2CH(NH2)CO2H, is an amino...Ch. 5 - Sulfuric acid is manufactured by a series of...Ch. 5 - Two important industrial chemicals,...Ch. 5 - Analysis of a compound indicates that it contains...Ch. 5 - Consider nitrous acid, HNO2(HONO). (a) Write a...Ch. 5 - Strike-anywhere matches contain a layer of KC1O3...Ch. 5 - Identify the hybridization of each carbon atom in...Ch. 5 - Write Lewis structures for NF3andPF5 . On the...Ch. 5 - In addition to NF3, two other fluoro derivatives...Ch. 5 - The bond energy of a C-C single bond averages...Ch. 5 - For the carbonate ion, CO32 -, draw all of the...Ch. 5 - A useful solvent that will dissolve salts as well...Ch. 5 - For the molecule allene, H2C=C=CH2, give the...Ch. 5 - Identify the hybridization of the central atom in...Ch. 5 - Describe the molecular geometry and hybridization...Ch. 5 - For each of the following molecules, indicate the...Ch. 5 - For each of the following structures, determine...Ch. 5 - Draw the orbital diagram for carbon in CO2 showing...Ch. 5 - Sketch the distribution of electron density in the...Ch. 5 - How are the following similar, and how do they...Ch. 5 - If molecular orbitals are created by combining...Ch. 5 - Can a molecule with an odd number of electrons...Ch. 5 - Can a molecule with an even number of electrons...Ch. 5 - Why are bonding molecular orbital lower in energy...Ch. 5 - Calculate the bond order for an ion with this...Ch. 5 - Explain why an electron in the bonding molecular...Ch. 5 - Predict the valence electron molecular orbital...Ch. 5 - Determine the bond order of each member of the...Ch. 5 - For the first ionizations energy for an N2...Ch. 5 - Compare the atomic and molecular orbitaI diagrams...Ch. 5 - Which of the period 2 homonuclear diatomic...Ch. 5 - A friend tells you that the 2s orbital for...Ch. 5 - True or false: Boron contains 2s22p1 valence...Ch. 5 - What charge would be needed on F2 to generate an...Ch. 5 - Predict whether the MO diagram for S2 would show...Ch. 5 - Explain why N22+ is diamagnetic, while O24+, which...Ch. 5 - Using the MO diagrams, predict the bond order for...
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