Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 19, Problem 19.6P
Rank the following compounds in order of increasing boiling point. Which compound is the most water soluble? Which compound is the least water soluble?
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יווי
10
20
30
40
50
60
70
3.5
3
2.5
2
1.5
1
[ppm]
3.5
3
2.5
2
1.5
1
6 [ppm]
1
1.5
-2.5
3.5
2H2S(g)+3O2(g)→2SO2(g)+2H2O(g)
A 1.2mol sample of H2S(g) is combined with excess O2(g), and the reaction goes to completion.
Question
Which of the following predicts the theoretical yield of SO2(g) from the reaction?
Responses
1.2 g
Answer A: 1.2 grams
A
41 g
Answer B: 41 grams
B
77 g
Answer C: 77 grams
C
154 g
Answer D: 154 grams
D
Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an
organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the
compound. Find the structure. Show complete solutions.
Predicted 1H NMR Spectrum
4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1
f1 (ppm)
Predicted 13C NMR Spectrum
100
f1 (ppm)
30
220 210 200 190 180
170
160 150 140 130 120
110
90
80
70
-26
60
50
40
46
30
20
115
10
1.0 0.9 0.8
0
-10
Chapter 19 Solutions
Organic Chemistry
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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- Nonearrow_forward4. Draw and label all possible isomers for [M(py)3(DMSO)2(CI)] (py = pyridine, DMSO dimethylsulfoxide).arrow_forwardThe emission data in cps displayed in Table 1 is reported to two decimal places by the chemist. However, the instrument output is shown in Table 2. Table 2. Iron emission from ICP-AES Sample Blank Standard Emission, cps 579.503252562 9308340.13122 Unknown Sample 343.232365741 Did the chemist make the correct choice in how they choose to display the data up in Table 1? Choose the best explanation from the choices below. No. Since the instrument calculates 12 digits for all values, they should all be kept and not truncated. Doing so would eliminate significant information. No. Since the instrument calculates 5 decimal places for the standard, all of the values should be limited to the same number. The other decimal places are not significant for the blank and unknown sample. Yes. The way Saman made the standards was limited by the 250-mL volumetric flask. This glassware can report values to 2 decimal places, and this establishes our number of significant figures. Yes. Instrumental data…arrow_forward
- 7. Draw a curved arrow mechanism for the following reaction. HO cat. HCI OH in dioxane with 4A molecular sievesarrow_forwardTry: Convert the given 3D perspective structure to Newman projection about C2 - C3 bond (C2 carbon in the front). Also, show Newman projection of other possible staggered conformers and circle the most stable conformation. Use the template shown. F H3C Br Harrow_forwardNonearrow_forward
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