ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 26, Problem 62P
Interpretation Introduction
Interpretation: The stepwise mechanism for the given hydrolysis is to be drawn.
Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.
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d. In Figure 4, each stationary phase shows some negative correlation between plate count
and retention factor. In other words, as k' increases, N decreases. Explain this relationship
between k' and N.
Plate Count (N)
4000
3500
2500
2000
1500
1000
Figure 4. Column efficiency (N) vs retention factor (k') for 22
nonionizable solutes on FMS (red), PGC (black), and COZ (green). 3000
Eluent compositions (acetonitrile/water, A/W) were adjusted to obtain
k' less than 15, which was achieved for most solutes as follows: FMS
(30/70 A/W), PGC (60/40), COZ (80/20). Slightly different
compositions were used for the most highly retained solutes. All
columns were 50 mm × 4.6 mm id and packed with 5 um particles,
except for COZ, which was packed with 3 um particles. All other
chromatographic conditions were constant: column length 5 cm,
column j.§. 4.6 mm, flow rate 2 mL/min, column temperature 40 °C,
and injection volume 0.5 μL
Log(k'x/K'ethylbenzene)
FMS
1.5
1.0
0.5
0.0
ཐྭ ཋ ཤྩ བྷྲ ;
500
0
5
10…
f. Predict how the van Deemter curve in Figure 7
would change if the temperature were raised
from 40 °C to 55 °C.
Figure 7. van Desmter curves in reduced coordinates for four
nitroalkane homologues (nitropropane, black; nitrobutane, red;
nitropentane, blue; and nitrohexane, green) separated on the FMS
phase. Chromatographic conditions: column dimensions 50 mm × 4.6
mm id, eluent 30/70 ACN/water, flow rates 0.2-5.0 mL/min, injection
volume 0.5 and column temperature 40 °C. No corrections to the
plate heights have been made to account for extracolumn dispersion.
Reduced Plate Height (h)
°
20
40
60
Reduced Velocity (v)
8. (2) A water sample is analyzed for traces of benzene using headspace analysis. The sample and
standard are spiked with a fixed amount of toluene as an internal standard. The following data are
obtained:
Ppb benzene
Peak area benzene
Peak area toluene
10.0
252
376
Sample
533
368
What is the concentration of benzene in the sample?
Liquid chromatography has been used to track the concentration of remdesivir
(a broad-spectrum antiviral drug, structure shown at right) in COVID patients
undergoing experimental treatments.
Intensity
The authors provide the following details regarding standard solutions
preparation:
HN
CN
HO
OH
NH2
Remdesivir (RDV) stock solution (5000 µg/mL) was prepared by
dissolving RDV drug powder using the mixture of DMSO: MeOH (30:70
v/v). The RDV working standard solutions for calibration and quality
controls were prepared using methanol in concentrations of 100, 10, 1,
0.1, 0.01 µg/mL. 1, 2.5, 5, 7.5, 10, 25, 50, 75, 100, 250, 500, 1000, and 5000 ng/mL sample solutions
were prepared freshly by spiking calibration standard solutions into the blank human plasma samples
for method calibration.
a) What type of calibration method is being described? Why do you think the authors chose this
method as opposed to another?
b) Based on the details provided in part a, describe an appropriate method blank…
Chapter 26 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)
Ch. 26.2 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5PCh. 26.2 - Prob. 6PCh. 26.3 - Prob. 7PCh. 26.3 - Prob. 8PCh. 26.4 - Prob. 9PCh. 26.4 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.6 - Prob. 13PCh. 26.6 - Prob. 14PCh. 26.6 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Draw a stepwise mechanism for the following...Ch. 26.7 - Prob. 18PCh. 26.8 - Prob. 19PCh. 26.9 - Prob. 20PCh. 26.9 - Prob. 21PCh. 26.9 - Draw the products formed when D-arabinose is...Ch. 26.9 - Prob. 23PCh. 26.10 - Prob. 24PCh. 26.10 - Prob. 25PCh. 26.10 - Prob. 26PCh. 26.10 - Prob. 27PCh. 26.11 - Prob. 28PCh. 26.11 - Prob. 29PCh. 26.12 - Prob. 30PCh. 26.12 - Prob. 31PCh. 26.13 - Prob. 32PCh. 26.13 - Prob. 33PCh. 26.13 - Problem-28.35
Draw the structures of the...Ch. 26.13 - Prob. 35PCh. 26 - 28.37 Convert each ball-and-stick model to a...Ch. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - 28.40 Convert each compound to a Fischer...Ch. 26 - Prob. 40PCh. 26 - Prob. 41PCh. 26 - 28.43 Draw a Haworth projection for each compound...Ch. 26 - Prob. 43PCh. 26 - 28.45 Draw both pyranose anomers of each...Ch. 26 - Prob. 45PCh. 26 - 28.50 Draw the products formed when D-altrose is...Ch. 26 - 28.58 Draw a stepwise mechanism for the following...Ch. 26 - Prob. 62PCh. 26 - Prob. 63PCh. 26 - Prob. 64PCh. 26 - Prob. 65PCh. 26 - Prob. 66PCh. 26 - Prob. 67PCh. 26 - Prob. 68PCh. 26 - Prob. 69PCh. 26 - Prob. 70P
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