PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 22, Problem 22.22P
How would you synthesize olestra from sucrose?
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1,
How many signals do you expect in the H NMR spectrum for this molecule?
Write the answer below.
Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H
atoms that would contribute to the same signal as the H already highlighted red.
Note for advanced students: In this question, any multiplet is counted as one signal.
Number of signals in the 'H NMR spectrum.
For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to
the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
No additional Hs to color in top
molecule
For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute.
to the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
No additional Hs to color in bottom
molecule
Check…
Incorrect
Row 2: Your answer is incorrect.
Consider this molecule:
How many H atoms are in this molecule?
22
How many different signals could be found in its 'H NMR spectrum?
12
Note: A multiplet is considered one signal.
13
How many signals would you expect to see in the
Check
O
signal(s)
X
§
'C NMR spectrum for the following compound?
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Chapter 22 Solutions
PKG ORGANIC CHEMISTRY
Ch. 22 - Prob. 22.1PCh. 22 - Draw the three possible resonance structures for...Ch. 22 - Prob. 22.3PCh. 22 - Give an IUPAC or common name for each compound. a....Ch. 22 - Problem 22.5 Draw the structure corresponding to...Ch. 22 - Problem 22.6 Explain why the boiling point of is...Ch. 22 - Problem 22.7 How would the compounds in each pair...Ch. 22 - Problem 22.8 Deduce the structures of compounds ...Ch. 22 - Problem 22.9 Without reading ahead in Chapter 22,...Ch. 22 - Rank the compounds in each group in order of...
Ch. 22 - Prob. 22.11PCh. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Problem 22.15 Draw the products of each...Ch. 22 - Problem 22.16 Draw the products of each reaction.
...Ch. 22 - Prob. 22.17PCh. 22 - Problem 22.18 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.19PCh. 22 - Problem 22.20 Fenofibrate is a...Ch. 22 - Problem 22.21 What product is formed when the...Ch. 22 - How would you synthesize olestra from sucrose?
Ch. 22 - Problem 22.23 What is the composition of the soap...Ch. 22 - Problem 22.24 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.25PCh. 22 - Problem 22.26 Some penicillins cannot be...Ch. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Problem 22.30 Glucosamine is a dietry supplement...Ch. 22 - Draw the products of each reaction. a. c. b.Ch. 22 - Draw a tautomer of each compound.
a. b. c.
Ch. 22 - Draw the product of each reaction. a. b.Ch. 22 - Draw the product of each reaction. a. b.Ch. 22 - Prob. 22.35PCh. 22 - Problem 22.36 Outline two different ways that can...Ch. 22 - 22.37 Rank the following compounds in order of...Ch. 22 - Prob. 22.38PCh. 22 - Prob. 22.39PCh. 22 - 22.40 Give the IUPAC or common name for each...Ch. 22 - 22.41 Give the structure corresponding to each...Ch. 22 - Prob. 22.42PCh. 22 - 22.43 Explain why is a stronger acid and a weaker...Ch. 22 - (a) Propose an explanation for the difference in...Ch. 22 - Draw the product formed when phenylacetic acid is...Ch. 22 - Draw the product formed when phenylacetonitrile ...Ch. 22 - 22.47 Draw the organic products formed in each...Ch. 22 - Prob. 22.48PCh. 22 - Prob. 22.49PCh. 22 - Prob. 22.50PCh. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - 22.54 Draw a stepwise mechanism f or the following...Ch. 22 - 22.55 When acetic acid () is treated with a trace...Ch. 22 - Prob. 22.56PCh. 22 - Prob. 22.57PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - Prob. 22.59PCh. 22 - Prob. 22.60PCh. 22 - Prob. 22.61PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - 22.63 Acid-catalyzed hydrolysis of forms compound...Ch. 22 - 22.64 What carboxylic acid and alcohol are needed...Ch. 22 - Problem 22.65 Devise a synthesis of each compound...Ch. 22 - Prob. 22.66PCh. 22 - Prob. 22.67PCh. 22 - Prob. 22.68PCh. 22 - Prob. 22.69PCh. 22 - 22.70 What polyester or poly amide can be prepared...Ch. 22 - 22.71 What two monomers are needed to prepare each...Ch. 22 - Prob. 22.72PCh. 22 - 22.73 How can IR spectroscopy be used to...Ch. 22 - 22.74 Rank the following compounds in order of...Ch. 22 - 22.75 Identify the structures of each compound...Ch. 22 - 22.76 Identify the structures of A and B, isomers...Ch. 22 - Prob. 22.77PCh. 22 - 22.78 Identify the structure of compound C...Ch. 22 - 22.79 Identify the structures of D and E, isomers...Ch. 22 - 22.80 With reference to amides A and B, the...Ch. 22 - Prob. 22.81PCh. 22 - Prob. 22.82PCh. 22 - Prob. 22.83PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - Draw a stepwise mechanism for the following...
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- 13 Consider the "C NMR spectrum below. 140 120 100 80 60 40 20 20 PPM 0 The spectrum belongs to which one of the following constitutional isomers of the compound C,H12? Select the single best answer. Check ✓ G Save For Later 2025 McGraw Hill LLC. All Rights Reserved. Terms of Usearrow_forwardThe structure of compound 1,3,5-trimethylbenzene (mesitylene) is given below. How many signals would you expect to find in the 'H NMR spectrum of 1,3,5-trimethylbenzene (mesitylene)? Check ×arrow_forward1 How many signals do you expect in the 'H NMR spectrum for this molecule? CI CI Cl Write the answer in the table below. Also, in each of the drawing areas below is a copy of the molecule, with H atoms shown. In each copy, one of the H atoms is highlighted red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red. Note for advanced students: Remember, a multiplet is considered one signal in the 'H NMR spectrum. 1 Number of signals in the 'H NMR spectrum. ☐ For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional H atoms to highlight in top molecule For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at…arrow_forward
- wrtie the balanced equation and find the E° when the following half- reactions are combined Zn2+(aq) + 2e---> Zn(s) E°= -0.763V Ag+(aq) + e---> Ag (s) E°=+0.799Varrow_forwardConsider this molecule: How many H atoms are in this molecule? How many different signals could be found in its 'H NMR spectrum? Note: A multiplet is considered one signal. ☐arrow_forwardStudy this 'H NMR spectrum, and then answer the questions about it in the table below. Check 1.0- 0.5- 0.0 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 What unit symbol should be written on the horizontal axis? What is the chemical shift & of the doublet? If there is no doublet, just check the box instead. Give your answer to 2 significant digits. What is the chemical shift of the signal immediately upfield of the doublet? If there is no doublet, or no signal upfield of it, check the box instead. What is the chemical shift & of the least deshielded proton? If you can't tell without more information, check the box instead. 血 8 = ☐ There is no doublet. 8 = ☐ No such signal. 8 = 0 Need more information.arrow_forward
- how many moles of H2O2 are required to react with 11g of N2H4 according to the following reaction? (atomic weights: N=14.01, H=1.008, O= 16.00) 7H2O2 + N2H4 -> 2HNO3 + 8H20arrow_forwardcalculate the number of moles of H2 produced from 0.78 moles of Ga and 1.92 moles HCL? 2Ga+6HCL->2GaCl3+3H2arrow_forwardan adult human breathes 0.50L of air at 1 atm with each breath. If a 50L air tank at 200 atm is available, how man y breaths will the tank providearrow_forward
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