Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 23.SE, Problem 69AP
Fill in the missing reagents a-h in the following scheme:
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The equilibrium voltage of the following cell has been measured at 0.522 V at 25 °C.
Pt | H2, g❘ HClaq || AgClaq | Ags
State the redox reactions present in this cell. Calculate the pH value of the electrolyte
solution with KL, AgCl = 1.96 · 10-10 mol² / L². Assume that the concentrations of H+ and
Clare equal.
Here are the energies (in kcal/mol) for staggered and eclipsed interactions
for CH, CC, and CBr bonds
eclipsed (0°) staggered (60°)
bonds
CH/CH
1.0
0.0
CH/CC
1.3
0.0
Br:
CC/CC
3.0
0.9
Br
CH/CBr
1.8
0.0
CC / CBr
3.3
1.0
CBr / CBr
3.7
1.2
a) I've drawn the Newman projection for one of the staggered conformations of the molecule
above, looking down the C2-C3 bond. Draw Newman projections for the other two staggered
and the three eclipsed conformations (in order).
CH₂
H3C.
H'
H
Br
b) Calculate the relative energies for each of the conformations and write them below each
conformation.
90. Draw the stereoisomers obtained from each of the following reactions:
a.
H₂
b.
H₂
C.
H₂
Pd/C
Pd/C
Pd/C
Chapter 23 Solutions
Organic Chemistry
Ch. 23.1 - Prob. 1PCh. 23.1 - Prob. 2PCh. 23.3 - Prob. 3PCh. 23.3 - Prob. 4PCh. 23.4 - Prob. 5PCh. 23.4 - 1-Butanol is prepared commercially by a route that...Ch. 23.4 - Prob. 7PCh. 23.5 - Prob. 8PCh. 23.6 - Prob. 9PCh. 23.6 - What product would you Expect to obtain from base...
Ch. 23.7 - Show the products you would expect to obtain by...Ch. 23.7 - Prob. 12PCh. 23.8 - What product would you expect from the following...Ch. 23.9 - What product would you expect From the following...Ch. 23.9 - Prob. 15PCh. 23.10 - Prob. 16PCh. 23.10 - Prob. 17PCh. 23.10 - Prob. 18PCh. 23.11 - Prob. 19PCh. 23.11 - Show how you might use an enamine reaction to...Ch. 23.12 - Prob. 21PCh. 23.12 - How would you prepare the following compound using...Ch. 23.SE - Prob. 23VCCh. 23.SE - Prob. 24VCCh. 23.SE - Prob. 25VCCh. 23.SE - The following molecule was formed by a Robinson...Ch. 23.SE - Prob. 27MPCh. 23.SE - Prob. 28MPCh. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Knoevenagel condensation is a reaction involving...Ch. 23.SE - Azlactones are important starting materials used...Ch. 23.SE - Prob. 34MPCh. 23.SE - Isoleucine, another of the twenty amino acids...Ch. 23.SE - The first step in the citric acid cycle of food...Ch. 23.SE - Prob. 37MPCh. 23.SE - The Knoevenagel reaction is a carbonyl...Ch. 23.SE - The Darzens reaction invoIves a two-step,...Ch. 23.SE - The following reaction involves a hydrolysis...Ch. 23.SE - Prob. 41MPCh. 23.SE - Prob. 42MPCh. 23.SE - Prob. 43MPCh. 23.SE - Propose a mechanism for the following...Ch. 23.SE - Prob. 45MPCh. 23.SE - Prob. 46MPCh. 23.SE - Prob. 47MPCh. 23.SE - Prob. 48APCh. 23.SE - Prob. 49APCh. 23.SE - Prob. 50APCh. 23.SE - Prob. 51APCh. 23.SE - Prob. 52APCh. 23.SE - Prob. 53APCh. 23.SE - Prob. 54APCh. 23.SE - Prob. 55APCh. 23.SE - Prob. 56APCh. 23.SE - Prob. 57APCh. 23.SE - Prob. 58APCh. 23.SE - In the mixed Claisen reaction of cyclopentanone...Ch. 23.SE - Ethyl dimethylacetoacetate reacts instantly at...Ch. 23.SE - Prob. 61APCh. 23.SE - Prob. 62APCh. 23.SE - The so-called Wieland-Miescher ketone is a...Ch. 23.SE - Prob. 64APCh. 23.SE - Prob. 65APCh. 23.SE - Prob. 66APCh. 23.SE - What condensation products would you expect to...Ch. 23.SE - The following reactions are unlikely to provide...Ch. 23.SE - Fill in the missing reagents a-h in the following...Ch. 23.SE - Prob. 70APCh. 23.SE - Prob. 71APCh. 23.SE - Prob. 72APCh. 23.SE - Prob. 73AP
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- 36. The emission spectrum below for a one-electron (hydrogen-like) species in the gas phase shows all the lines, before they merge together, resulting from transitions to the first excited state from higher energy states. Line A has a wavelength of 434 nm. BA Increasing wavelength, λ (a) What are the upper and lower principal quantum numbers corresponding to the lines labeled A and B? (b) Identify the one-electron species that exhibits the spectrum.arrow_forwardf) The unusual molecule [2.2.2] propellane is pictured. 1) Given the bond length and bond angles in the image, what hybridization scheme best describes the carbons marked by the askerisks? 2) What types of orbitals are used in the bond between the two carbons marked by the askerisks? 3) How does this bond compare to an ordinary carbon-carbon bond (which is usually 1.54 Å long)? H₂C H₂C CH2 1.60Å ハ C. * CH₂ H₂C * C H₂ 120°arrow_forwardQuestion Resonance Forms a) Draw all resonance forms of the molecules. Include curved arrow notation. Label major resonance contributor Resonance Forms a) Draw all resonance forms of the molecules. Include curved arrow notation. Label major resonance contributorarrow_forward
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