
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 19, Problem 19.54P
Interpretation Introduction
Interpretation: Using the given information, the steps used for the separation of benzoic acid and cyclohexanol by an extraction procedure is to be explained. The compound which is present in each layer at each stage of the process is to be identified.
Concept introduction: The compounds which have different solubility properties can be separated by extraction procedure. In this procedure, one compound must be soluble in aqueous layer and other one dissolve in organic layer.
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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 19 Solutions
Organic Chemistry-Package(Custom)
Ch. 19 - Give the IUPAC name for each compound.Ch. 19 - Problem 19.2 Give the structure corresponding to...Ch. 19 - Problem 19.3 Draw the structure corresponding to...Ch. 19 - Prob. 19.4PCh. 19 - Prob. 19.5PCh. 19 - Rank the following compounds in order of...Ch. 19 - Explain how you could use IR spectroscopy to...Ch. 19 - Identify the structure of a compound of molecular...Ch. 19 - Problem 19.9 How many tetrahedral stereogenic...Ch. 19 - What alcohol can be oxidized to each carboxylic...
Ch. 19 - Prob. 19.11PCh. 19 - Draw the products of each acid-base reaction.Ch. 19 - Problem 19.14 Given the values in Appendix A,...Ch. 19 - Problem 19.15 Rank the labeled protons in...Ch. 19 - Problem 19.16 Match each of the following values ...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - Prob. 19.18PCh. 19 - Which of the following pairs of compounds can be...Ch. 19 - Problem 19.21 Two other commonly used sulfonic...Ch. 19 - Problem 19.22 Draw both enantiomers of each amino...Ch. 19 - Problem 19.23 Explain why amino acids, unlike most...Ch. 19 - Problem 19.24 Draw the positively charged,...Ch. 19 - Prob. 19.24PCh. 19 - Problem 19.26 Explain why the of the group of...Ch. 19 - Answer each question for A and B depicted in the...Ch. 19 - Prob. 19.27PCh. 19 - Give the IUPAC name for each compound. a....Ch. 19 - Prob. 19.29PCh. 19 - Draw the structures and give the IUPAC names for...Ch. 19 - Prob. 19.31PCh. 19 - Rank the compounds in each group in order of...Ch. 19 - 19.33 Draw the organic products formed in each...Ch. 19 - 19.34 Identify the lettered compounds in each...Ch. 19 - 19.35 Using the table in Appendix A, determine...Ch. 19 - Draw the products of each acid-base reaction, and...Ch. 19 - Which compound in each pair has the lower pKa?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - 19.40 Match the values to the appropriate...Ch. 19 - Prob. 19.41PCh. 19 - 19.42 Which carboxylic acid has the lower ,...Ch. 19 - Prob. 19.43PCh. 19 - 19.44 Explain the following statement. Although...Ch. 19 - Prob. 19.45PCh. 19 - 19.46 Explain why the of compound A is lower than...Ch. 19 - 19.47 Rank the following compounds in order of...Ch. 19 - Explain the following result. Acetic acid...Ch. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.51PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.54PCh. 19 - Can octane and octan -1- ol be separated using an...Ch. 19 - 19.57 Identify each compound from its spectral...Ch. 19 - 19.58 Use the NMR and IR spectra given below to...Ch. 19 - 19.59 An unknown compound (molecular formula )...Ch. 19 - 19.60 Propose a structure for (molecular formula...Ch. 19 - Prob. 19.60PCh. 19 - 19.61 Match the data to the appropriate...Ch. 19 - Prob. 19.62PCh. 19 - Prob. 19.63PCh. 19 - Prob. 19.64PCh. 19 - 19.65 For each amino acid ,draw its neutral,...Ch. 19 - Calculate the isoelectric point for each amino...Ch. 19 - 19.67 Lysine and tryptophan are two amino acids...Ch. 19 - Prob. 19.68PCh. 19 - Prob. 19.69PCh. 19 - Prob. 19.70PCh. 19 - Prob. 19.71PCh. 19 - 19.71 Hydroxy butanedioic acid occurs naturally in...Ch. 19 - 19.72 Although it was initially sold as a rat...
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