Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 5, Problem 34PP
Interpretation Introduction
Interpretation:
The configuration of the chiral center in the given compolund has to be assigned.
Concept introduction:
Chiral centre: A chiral centre is defined as the tetrahedral carbon atom in an organic molecule that is connected to four non-identical groups/substituents. It is sometimes known as a stereo genic centre.
R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
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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 5 Solutions
Organic Chemistry
Ch. 5.1 -
In the following compound, identify each unit...Ch. 5.1 - Prob. 2CCCh. 5.1 - Prob. 3CCCh. 5.2 - Prob. 1LTSCh. 5.2 - Prob. 4PTSCh. 5.2 - Prob. 5ATSCh. 5.2 - Prob. 6ATSCh. 5.2 - Prob. 2LTSCh. 5.2 - Prob. 7PTSCh. 5.2 - Prob. 8ATS
Ch. 5.3 - Prob. 3LTSCh. 5.3 - Prob. 9PTSCh. 5.3 - Prob. 10ATSCh. 5.4 - Prob. 4LTSCh. 5.4 - Prob. 11PTSCh. 5.4 - Prob. 12PTSCh. 5.4 - Prob. 13PTSCh. 5.4 - Prob. 14ATSCh. 5.4 - Prob. 5LTSCh. 5.4 - Prob. 15PTSCh. 5.4 - Prob. 16PTSCh. 5.4 - Prob. 17PTSCh. 5.4 - Prob. 18ATSCh. 5.5 - Prob. 6LTSCh. 5.5 - Prob. 19PTSCh. 5.5 - Prob. 20ATSCh. 5.6 - Prob. 21CCCh. 5.6 - Prob. 22CCCh. 5.6 - Prob. 23CCCh. 5.6 - Prob. 7LTSCh. 5.6 - Prob. 24PTSCh. 5.6 - Prob. 25ATSCh. 5.7 - Prob. 8LTSCh. 5.7 - Prob. 26PTSCh. 5.7 -
Protease inhibitors are a class of anti-viral...Ch. 5.9 - Prob. 28CCCh. 5.11 - Prob. 9LTSCh. 5.11 - Prob. 29PTSCh. 5.11 - Prob. 30ATSCh. 5 - Prob. 31PPCh. 5 - Prob. 32PPCh. 5 - Prob. 33PPCh. 5 - Prob. 34PPCh. 5 - Prob. 35PPCh. 5 - Prob. 36PPCh. 5 - Prob. 37PPCh. 5 - Prob. 38PPCh. 5 - Prob. 39PPCh. 5 - Prob. 40PPCh. 5 - Prob. 41PPCh. 5 - Prob. 42PPCh. 5 - Prob. 43PPCh. 5 - Prob. 44PPCh. 5 - Prob. 45PPCh. 5 - Prob. 46PPCh. 5 - Prob. 47PPCh. 5 - Prob. 48PPCh. 5 - Prob. 49PPCh. 5 - Prob. 50PPCh. 5 - Prob. 51PPCh. 5 - Prob. 52PPCh. 5 - For each of the following pairs of compounds,...Ch. 5 - Prob. 54PPCh. 5 - Prob. 55PPCh. 5 - Prob. 56PPCh. 5 - Prob. 57IPCh. 5 - Prob. 58IPCh. 5 - Prob. 59IPCh. 5 - Prob. 60IPCh. 5 - There are only two stereoisomers of...Ch. 5 - Prob. 62IPCh. 5 - Prob. 63IPCh. 5 - Prob. 64IPCh. 5 - Prob. 65IPCh. 5 - Prob. 66IPCh. 5 - Prob. 67IPCh. 5 - Prob. 68IPCh. 5 - Prob. 69IPCh. 5 - Prob. 70IPCh. 5 - Prob. 71IPCh. 5 - Prob. 72IPCh. 5 - Prob. 73IPCh. 5 - Prob. 74IPCh. 5 - Prob. 75IPCh. 5 - Prob. 76IPCh. 5 - Prob. 77CPCh. 5 - Prob. 78CPCh. 5 - Prob. 79CPCh. 5 - Prob. 80CP
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