Pearson eText Organic Chemistry -- Instant Access (Pearson+)
9th Edition
ISBN: 9780135213728
Author: Leroy Wade, Jan Simek
Publisher: PEARSON+
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Chapter 7.18, Problem 7.35P
(a)
Interpretation Introduction
To determine: The product and the mechanism of the dehydration of the given alcohol if it is heated in the presence of sulfuric or phosphoric acid.
Interpretation: The product and the mechanism of the dehydration of the given alcohol if it is heated in the presence of sulfuric or phosphoric acid is to be stated.
Concept introduction: The
In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.
(b)
Interpretation Introduction
To determine: The product and the mechanism of the dehydration of the given alcohol if it is heated in the presence of sulfuric or phosphoric acid.
Interpretation: The product and the mechanism of the dehydration of the given alcohol if it is heated in the presence of sulfuric or phosphoric acid is to be stated.
Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group, reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.
In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.
(c)
Interpretation Introduction
To determine: The product and the mechanism of the dehydration of the given alcohol if it is heated in the presence of sulfuric or phosphoric acid.
Interpretation: The product and the mechanism of the dehydration of the given alcohol if it is heated in the presence of sulfuric or phosphoric acid is to be stated.
Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group, reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.
In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.
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(a
4 shows scanning electron microscope (SEM) images of extruded
actions of packing bed for two capillary columns of different diameters,
al 750 (bottom image) and b) 30-μm-i.d. Both columns are packed with the
same stationary phase, spherical particles with 1-um diameter.
A) When the columns were prepared, the figure shows that the column with
the larger diameter has more packing irregularities. Explain this observation.
B) Predict what affect this should have on band broadening and discuss your
prediction using the van Deemter terms.
C) Does this figure support your explanations in application question 33?
Explain why or why not and make any changes in your answers in light of
this figure.
Figure 4 SEM images of
sections of packed columns
for a) 750 and b) 30-um-i.d.
capillary columns.³
fcrip
= ↓ bandwidth Il temp
32. What impact (increase, decrease, or no change) does each of the following conditions have on the individual
components of the van Deemter equation and consequently, band broadening?
Increase temperature
Longer column
Using a gas mobile phase
instead of liquid
Smaller particle stationary phase
Multiple Paths
Diffusion
Mass Transfer
34. Figure 3 shows Van Deemter plots for a solute molecule using different column inner diameters (i.d.).
A) Predict whether decreasing the column inner diameters increase or decrease bandwidth.
B) Predict which van Deemter equation coefficient (A, B, or C) has the greatest effect on increasing or
decreasing bandwidth as a function of i.d. and justify your answer.
Figure 3 Van Deemter plots for hydroquinone using different column inner diameters (i.d. in μm). The data was
obtained from liquid chromatography experiments using fused-silica capillary columns packed with 1.0-μm particles.
35
20
H(um)
큰 20
15
90
0+
1500
100
75
550
01
02
594
05
μ(cm/sec)
30
15
10
Chapter 7 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
Ch. 7.3A - Prob. 7.1PCh. 7.3A - Prob. 7.2PCh. 7.3B - Draw five more compounds of formula C4H6NOC1.Ch. 7.3B - For each of the following molecular formulas,...Ch. 7.4 - Give the systematic (IUPAC) names of the following...Ch. 7.5B - The following names are all incorrect. Draw the...Ch. 7.5B - Prob. 7.8PCh. 7.5B - a. How many stereogcmc double bonds are in...Ch. 7.6 - Teflon-coated frying pans routinely endure...Ch. 7.7B - Prob. 7.11P
Ch. 7.8B - Use the data in Table7-2 to predict the energy...Ch. 7.8C - Prob. 7.13PCh. 7.8E - Explain why each of the following alkenes is...Ch. 7.8F - Prob. 7.15PCh. 7.10 - Prob. 7.16PCh. 7.10A - SN1 substitution and E1 elimination frequently...Ch. 7.10C - Prob. 7.18PCh. 7.10C - Prob. 7.19PCh. 7.10C - Prob. 7.20PCh. 7.11 - Prob. 7.21PCh. 7.11 - Prob. 7.22PCh. 7.12 - Prob. 7.23PCh. 7.12 - Prob. 7.24PCh. 7.13 - Prob. 7.25PCh. 7.14B - Prob. 7.26PCh. 7.14B - Make models of the blowing compounds, and predict...Ch. 7.15 - Prob. 7.28PCh. 7.15 - Prob. 7.29PCh. 7.15 - Prob. 7.30PCh. 7.15 - Prob. 7.31PCh. 7.16 - Predict the major and minor elimination products...Ch. 7.17B - Predict the products and mechanisms of the...Ch. 7.18 - Propose mechanisms for the following reactions.Ch. 7.18 - Prob. 7.35PCh. 7.19B - The dehydrogenation of butane to trans-but-2-ene...Ch. 7.19B - Prob. 7.37PCh. 7.19B - Prob. 7.38PCh. 7.19B - Prob. 7.39PCh. 7 - Prob. 7.40SPCh. 7 - Prob. 7.41SPCh. 7 - Prob. 7.42SPCh. 7 - Prob. 7.43SPCh. 7 - Prob. 7.44SPCh. 7 - Prob. 7.45SPCh. 7 - Prob. 7.46SPCh. 7 - The energy difference between cis- and...Ch. 7 - Prob. 7.48SPCh. 7 - Prob. 7.49SPCh. 7 - Prob. 7.50SPCh. 7 - What halides would undergo E2 dehydrohalogenation...Ch. 7 - Prob. 7.52SPCh. 7 - Prob. 7.53SPCh. 7 - Write a balanced equation for each reaction,...Ch. 7 - Prob. 7.55SPCh. 7 - Using cyclohexane as your starting material, show...Ch. 7 - Show how you would prepare cyclopentene from each...Ch. 7 - Prob. 7.58SPCh. 7 - E1 eliminations of alkyl halides are rarely useful...Ch. 7 - Prob. 7.60SPCh. 7 - Propose mechanisms for the following reactions....Ch. 7 - Prob. 7.62SPCh. 7 - Prob. 7.63SPCh. 7 - Prob. 7.64SPCh. 7 - Prob. 7.65SPCh. 7 - Prob. 7.66SPCh. 7 - Prob. 7.67SPCh. 7 - Prob. 7.68SPCh. 7 - Prob. 7.69SPCh. 7 - Explain the dramatic difference in rotational...Ch. 7 - One of the following dichloronorbornanes undergoes...Ch. 7 - A graduate student wanted to make...Ch. 7 - Prob. 7.73SPCh. 7 - Prob. 7.74SPCh. 7 - Prob. 7.75SPCh. 7 - Prob. 7.76SP
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