PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 14, Problem 14.9P
For each compound, first label each different type of proton and then rank
the protons in order of increasing chemical shift.
a. 
b. 
c. 
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Students have asked these similar questions
Please predict the products for each of the
following reactions.
Clearly show the regiochemistry (Markovnikov
vs anti-Markovnikov) and stereochemistry
(syn- vs anti- or both).
If a mixture of enantiomers is formed, please
draw all the enantiomers.
Hint: In this case you must choose the best
answer to demonstrate the stereochemistry of
H2 addition.
1.03
2. (CH3)2S
BIZ
CH₂OH
2. DMS
KMnO4, NaOH
ΖΗ
Pd or Pt (catalyst)
HBr
20 1
HBr
ROOR (peroxide)
HO
H-SO
HC
12 11 10
BH, THE
2. H2O2, NaOH
Brz
cold
HI
19
18
17
16
MCPBA
15
14
13
A
Br
H₂O
BH3⚫THF
Brz
EtOH
Pd or Ni (catalyst)
D₂ (deuterium)
1. Os04
2. H2O2
CH3CO3H
(peroxyacid)
1. MCPBA
2. H₂O*
H
B
+
H
H
H
"H
C
H
H
D
Explain how Beer’s Law can be used to determine the concentration in a selected food sample. Provide examples.
Explain the importance of having a sampling plan with respect to food analysis.
Explain the importance of having a sampling plan with respect to food analysis. Provide examples.
Chapter 14 Solutions
PKG ORGANIC CHEMISTRY
Ch. 14 - Problem 14.1 The NMR spectrum of recorded on a ...Ch. 14 - Prob. 14.2PCh. 14 - How many NMR signals does each compound show?
a....Ch. 14 - How many 1H NMR signals does each...Ch. 14 - How many 1H NMR signals does each compound give?...Ch. 14 - Label the protons in each highlighted CH2 group as...Ch. 14 - How many 1H NMR signals would you expect for each...Ch. 14 - Prob. 14.8PCh. 14 - For each compound, first label each different type...Ch. 14 - Label each statement as True or False. a. When a...
Ch. 14 - Prob. 14.11PCh. 14 - Problem 14.12 Which compound give a NMR spectrum...Ch. 14 - Prob. 14.13PCh. 14 - Prob. 14.14PCh. 14 - For each compound give the number of 1H NMR...Ch. 14 - Prob. 14.16PCh. 14 - Prob. 14.17PCh. 14 - Problem 14.18 Describe the NMR spectrum of each...Ch. 14 - Problem 14.19 Draw a splitting diagram for in ,...Ch. 14 - Problem 14.20 Identify A and B, isomers of...Ch. 14 - Problem 14.21 How many signals are present in the ...Ch. 14 - Problem 14.22 What protons in alcohol A give rise...Ch. 14 - How many peaks are observed in the NMR signal for...Ch. 14 -
Problem 14.24 Propose a structure for a compound...Ch. 14 - Problem 14.25 Propose a structure for a compound...Ch. 14 - Problem 14.26. Identify products A and B from the...Ch. 14 - Problem 14.27 How many lines are observed in the ...Ch. 14 - Problem 14.28 Draw all constitutional isomers of...Ch. 14 - Problem 14.29 Esters of chrysanthemic acid are...Ch. 14 - Prob. 14.30PCh. 14 - Problem 14.31 Identify the carbon atoms that give...Ch. 14 - Problem 14.32 A compound of molecular formula ...Ch. 14 - Problem 14.33 Draw the structure of a compound of...Ch. 14 - 14.34 (a) How many NMR signals does each of the...Ch. 14 - 14.35 (a) How many NMR signals does each compound...Ch. 14 - Prob. 14.36PCh. 14 - 14.37 How many NMR signals does each natural...Ch. 14 - Prob. 14.38PCh. 14 - 14.39 What effect does increasing the operating...Ch. 14 - Prob. 14.40PCh. 14 - 14.41 How could you use chemical shift and...Ch. 14 - Prob. 14.42PCh. 14 - 14.43 How can you use NMR spectroscopy to...Ch. 14 - Prob. 14.44PCh. 14 - Prob. 14.45PCh. 14 - Prob. 14.46PCh. 14 - Prob. 14.47PCh. 14 - 14.48 How many NMR signals does each compound...Ch. 14 - 14.49 Rank the highlighted carbon atoms in each...Ch. 14 - 14.50 Identify the carbon atoms that give rise to...Ch. 14 - 14.51 a. How many signals does dimethyl...Ch. 14 - 14.52 Answer the following questions about each of...Ch. 14 - 14.53 Propose a structure consistent with each set...Ch. 14 - 14.54 Identify the structures of isomers A and B...Ch. 14 - 14.55 Reaction of with affords compound W,...Ch. 14 - 14.56 Treatment of with , followed by aqueous
...Ch. 14 - 14.57 Compound C has a molecular ion in its mass...Ch. 14 - 14.58 As we will learn in Chapter 20, reaction of ...Ch. 14 - 14.59 Identify the structures of isomers E and F...Ch. 14 - 14.59 Identify the structures of isomers H and I...Ch. 14 - 14.61 Propose a structure consistent with each set...Ch. 14 - 14.62 Reaction of with , followed by treatment...Ch. 14 - Reaction of aldehyde D with amino alcohol E in the...Ch. 14 - 14.64 Propose a structure consistent with each set...Ch. 14 - 14.65 In the presence of a small amount of acid, a...Ch. 14 - 14.66 Treatment of with affords two products (M...Ch. 14 - 14.67 Compound O has molecular formula and shows...Ch. 14 - 14.68 Compound P has molecular formula . Deduce...Ch. 14 - 14.69 Treatment of with strong base followed by ...Ch. 14 - 14.70 When -bromo--dimethylbutane is treated with...Ch. 14 - 14.71 Propose a structure consistent with each set...Ch. 14 - 14.72 Reaction of unknown A with forms...Ch. 14 - Prob. 14.73PCh. 14 - 14.74 -Annulene shows two signals in its ...Ch. 14 - 14.75 Explain why the spectrum of-methylbutan--ol...Ch. 14 - 14.76 Because has an odd mass number, nuclei...Ch. 14 - 14.77 Cyclohex--enone has two protons on its...
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- Please predict the products for each of the following reactions. Clearly show the regiochemistry (Markovnikov vs anti-Markovnikov) and stereochemistry (syn- vs anti- or both). If a mixture of enantiomers is formed, please draw all the enantiomers. cold KMnO4, NaOH 2. DMS 1. 03 CH3OH Br2 1. 03 2. (CH3)2S H₂ Pd or Pt (catalyst) HBr 18 19 20 1 HBr ROOR (peroxide) H₂O H₂SO4 HCI HI 17 16 6 15 MCPBA 1. BH3 THF 2. H₂O2, NaOH 1. OsO4 2. H₂O₂ 110 CH3CO₂H (peroxyacid) 1. MCPBA 2. H₂O* Br2 H₂O BH3 THF B12 EtOH Pd or Ni (catalyst) D₂ (deuterium) Bra A B C D H OH H OH OH H OH α α α OH H OH OH фон d H "Harrow_forwardBriefly indicate the models that describe the structure of the interface: Helmholtz-Perrin, Gouy-Chapman, Stern and Grahame models.arrow_forwardElectrochemistry. Briefly describe the Gibbs model and the Gibbs absorption equation.arrow_forward
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