Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 14, Problem 14.21P
What protons in alcohol A give rise to each signal in its
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At an electrified interface according to the Gouy-Chapman model, what types of interactions do NOT occur between the ions and the solvent according to this theory?
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.
Chapter 14 Solutions
Organic Chemistry
Ch. 14 - Problem 14.1 The NMR spectrum of recorded on a ...Ch. 14 - Prob. 14.2PCh. 14 - How many 1H NMR signals does each compound show?Ch. 14 - How many 1H NMR signals does each...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. 14.7PCh. 14 - For each compound, first label each different type...Ch. 14 - Prob. 14.9PCh. 14 - Which compound give a 1H NMR spectrum with two...
Ch. 14 - Prob. 14.11PCh. 14 - Prob. 14.12PCh. 14 - Prob. 14.13PCh. 14 - For each compound give the number of 1H NMR...Ch. 14 - Prob. 14.15PCh. 14 - Prob. 14.16PCh. 14 - Describe the 1H NMR spectrum of each compound....Ch. 14 - Draw a splitting diagram for Hb 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 - What protons in alcohol A give rise to each signal...Ch. 14 - How many peaks are observed in the NMR signal for...Ch. 14 - Propose a structure for a compound of molecular...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 - How many lines are observed in the 13C NMR...Ch. 14 - Problem 14.28 Draw all constitutional isomers of...Ch. 14 - Esters of chrysanthemic acid are naturally...Ch. 14 - Prob. 14.29PCh. 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 - How many different types of protons are present in...Ch. 14 - How many 1H NMR signals does each compound give?...Ch. 14 - 14.37 How many NMR signals does each natural...Ch. 14 - Prob. 14.38PCh. 14 - Acetone exhibits a singlet in its 1H NMR spectrum...Ch. 14 - Prob. 14.40PCh. 14 - Prob. 14.41PCh. 14 - How could you use chemical shift and integration...Ch. 14 - Which compounds give one singlet in the 1H NMR...Ch. 14 - Prob. 14.44PCh. 14 - 14.43 How can you use NMR spectroscopy to...Ch. 14 - Prob. 14.46PCh. 14 - Prob. 14.47PCh. 14 - Which compounds in Problem 14.43 give one signal...Ch. 14 - Prob. 14.49PCh. 14 - How many 13C NMR signals does each compound...Ch. 14 - Rank the highlighted carbon atoms in each compound...Ch. 14 - 14.50 Identify the carbon atoms that give rise to...Ch. 14 - 14.51 a. How many signals does dimethyl...Ch. 14 - 14.53 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 - Low molecular weight esters RCO2R often have...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. 14.75PCh. 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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- 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.arrow_forwardPlease 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_forward
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