Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 24, Problem 24.50P
Fill in the lettered reagents needed for each reaction.
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A solution contains 0.097 M Ce3+, 1.55x10-3 M Ce4+, 1.55x10-3 M Mn2+, 0.097 M MnO4-, and 1.00 M HClO4 (F= 9.649 x 104 C/mol).
a) Write a balanced net reaction that can occur between species in this solution.
b) Calculate deltaG0 and K for the reaction.
c) Calculate E and deltaG for the conditions given.
Ce4+ + e- = Ce3+ E0= 1.70 V
MnO4- + 8H+ + 5e- = Mn2+ + 4H2O E0= 1.507 V
1. Provide a step-by-step mechanism for formation of ALL STEREOISOMERS in
the following reaction.
Na HCO3 (Sodium bicarbonate, baking soda) is not soluble in CH2Cl2. The powder is
a weak base used to neutralize strong acid (pKa < 0) produced by the reaction.
Redraw the product to show the configuration(s) that form at C-2 and C-4.
Br2
OH
CH2Cl2
Na* HCO3
Br
HO
OH
+ Na Br +
2. Specify the solvent and reagent(s) required to carry out each of the following FGI. If
two reagent sets must be used for the FGI, specify the solvent and reagent(s) for each
reagent set. If a reaction cannot be carried out with reagents (sets)
class, write NP (not possible) in the solvent box for reagent set #1.
Use the letter abbreviation for each solvent; use a number abbreviation for reagent(s).
Solvents: CH2Cl2 (A);
H₂O (B);
Reagents:
HBr (1);
R₂BH (6);
H2SO4 (2);
CH3OH (C);
Br₂ (3);
CH3CO₂H (D)
NaHCO3 (4);
Hg(OAc)2 (5);
H₂O2/HO (7);
NaBH4 (8)
Reagent Set #1
Reagent Set #2
FGI
+ enant
OH
Solvent Reagent(s) Solvent Reagent(s)
Chapter 24 Solutions
Organic Chemistry
Ch. 24 - Prob. 24.1PCh. 24 - Prob. 24.2PCh. 24 - Problem 24.3
What unsaturated carbonyl compound is...Ch. 24 - Acid-catalyzed dehydration of hydroxy carbonyl...Ch. 24 - Prob. 24.5PCh. 24 - Prob. 24.6PCh. 24 - Prob. 24.7PCh. 24 - Problem 24.8
Draw the products formed in the...Ch. 24 - Prob. 24.9PCh. 24 - Prob. 24.10P
Ch. 24 - Prob. 24.11PCh. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - Prob. 24.14PCh. 24 - Problem 24.16
What ester is formed when each...Ch. 24 - What crossed Claisen product is formed from each...Ch. 24 - Prob. 24.17PCh. 24 -
Draw the products of each reaction.
a. b.
Ch. 24 - Problem 24.20
Two steps in a synthesis of the...Ch. 24 - Prob. 24.20PCh. 24 - Problem 24.22
Which of the following compounds can...Ch. 24 - What product is formed when each pair of compounds...Ch. 24 - Problem 24.24
What starting materials are needed...Ch. 24 - Problem 24.25
Draw the products when each pair of...Ch. 24 - Problem 24.27
What starting materials are needed...Ch. 24 - Prob. 24.26PCh. 24 - 24.29 What steps are needed to convert A to B?
Ch. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - 24.31 Draw the product formed in each directed...Ch. 24 - Prob. 24.31PCh. 24 - What starting materials are needed to synthesize...Ch. 24 - Prob. 24.33PCh. 24 - Prob. 24.34PCh. 24 - Prob. 24.35PCh. 24 - 24.36 Identify the structures of C and D in the...Ch. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - Prob. 24.39PCh. 24 - Draw the product formed from a Claisen reaction...Ch. 24 - Prob. 24.41PCh. 24 - 24.41 Even though B contains three ester groups, a...Ch. 24 - Prob. 24.43PCh. 24 - What starting materials are needed to prepare each...Ch. 24 - 24.44 Vetivone is isolated from vetiver, a...Ch. 24 - Draw the product of each Robinson annulation from...Ch. 24 - Prob. 24.47PCh. 24 - Draw the organic products formed when butanal...Ch. 24 - 24.47 Draw the organic products formed in each...Ch. 24 - 24.48 Fill in the lettered reagents needed for...Ch. 24 - Prob. 24.51PCh. 24 - Prob. 24.52PCh. 24 - Prob. 24.53PCh. 24 - Draw a stepwise mechanism for the following...Ch. 24 - Prob. 24.55PCh. 24 - Prob. 24.56PCh. 24 - Prob. 24.57PCh. 24 - Prob. 24.58PCh. 24 - Prob. 24.59PCh. 24 - Prob. 24.60PCh. 24 - Prob. 24.61PCh. 24 - Prob. 24.62PCh. 24 - Devise a synthesis of each compound from...Ch. 24 - Prob. 24.64PCh. 24 - Prob. 24.65PCh. 24 - Prob. 24.66PCh. 24 - 24.65 Answer the following questions about...Ch. 24 - Prob. 24.68PCh. 24 - Prob. 24.69PCh. 24 - Prob. 24.70PCh. 24 - Prob. 24.71PCh. 24 - 24.70 Draw a stepwise mechanism for the following...Ch. 24 - Prob. 24.73PCh. 24 - Prob. 24.74PCh. 24 - Prob. 24.75P
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