ORGANIC CHEMISTRY-EBOOK>I<
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ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Chapter 7.SE, Problem 42AP
Interpretation Introduction
Interpretation:
The structure of menthene which has the systematic name 1-isopropyl-4-methylcyclohexene is to be drawn.
Concept introduction:
The maximum number of carbons in the ring is counted. Based on the name of the parent cycloalkane–the cycloalkene is named with the suffix–ene. The cycloalkane is numbered such that the double bond is in between C1 & C2 and the first substituent has the lowest number possible. Usually the position of a double bond is not shown in the name because it is always between C1 & C2. In dienes and trienes, however the position of double bonds is shown.
To draw:
The structure of menthene which has the systematic name 1-isopropyl-4-methylcyclohexene.
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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 7 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 7.2 - Calculate the degree of unsaturation in each of...Ch. 7.2 - Prob. 2PCh. 7.2 - Diazepam, marketed as an antianxiety medication...Ch. 7.3 - Give IUPAC names for the following compounds:Ch. 7.3 - Prob. 5PCh. 7.3 - Prob. 6PCh. 7.3 - Prob. 7PCh. 7.4 - Prob. 8PCh. 7.4 - Prob. 9PCh. 7.4 - Prob. 10P
Ch. 7.5 - Which member in each of the following sets ranks...Ch. 7.5 - Prob. 12PCh. 7.5 - Prob. 13PCh. 7.5 - Prob. 14PCh. 7.6 - Prob. 15PCh. 7.8 - Prob. 16PCh. 7.8 - Prob. 17PCh. 7.9 - Show the structures of the carbocation...Ch. 7.9 - Draw a skeletal structure of the following...Ch. 7.10 - Prob. 20PCh. 7.11 - On treatment with HBr, vinylcyclohexane undergoes...Ch. 7.SE - Prob. 22VCCh. 7.SE - Prob. 23VCCh. 7.SE - The following carbocation is an intermediate in...Ch. 7.SE - Prob. 25VCCh. 7.SE - Predict the major product and show the complete...Ch. 7.SE - Prob. 27MPCh. 7.SE - When 1, 3-butadiene reacts with one mole of HBr,...Ch. 7.SE - When methyl vinyl ether reacts with a strong acid,...Ch. 7.SE - Addition of HCl to 1-isopropylcyclohexene yields a...Ch. 7.SE - Addition of HCl to...Ch. 7.SE - Limonene, a fragrant hydrocarbon found in lemons...Ch. 7.SE - Prob. 33MPCh. 7.SE - Calculate the degree of unsaturation in the...Ch. 7.SE - Prob. 35APCh. 7.SE - Prob. 36APCh. 7.SE - Name the following alkenes:Ch. 7.SE - Draw structures corresponding to the following...Ch. 7.SE - Prob. 39APCh. 7.SE - Prob. 40APCh. 7.SE - Prob. 41APCh. 7.SE - Prob. 42APCh. 7.SE - Prob. 43APCh. 7.SE - Draw and name the 17 alkene isomers, C6H12,...Ch. 7.SE - Prob. 45APCh. 7.SE - Prob. 46APCh. 7.SE - Which of the following E, Z designations are...Ch. 7.SE - Prob. 48APCh. 7.SE - trans-2-Butene is more stable than cis-2-butene by...Ch. 7.SE - Prob. 50APCh. 7.SE - Normally, a trans alkene is more stable than its...Ch. 7.SE - trans-Cyclooctene is less stable than...Ch. 7.SE - Prob. 53APCh. 7.SE - Prob. 54APCh. 7.SE - Use Hammond’s Postulate to determine which...Ch. 7.SE - Prob. 56APCh. 7.SE - Predict the major product in each of the following...Ch. 7.SE - Prob. 58APCh. 7.SE - Prob. 59APCh. 7.SE - Prob. 60APCh. 7.SE - Allene (1,2-propadiene), H2C=C=CH2, has two...Ch. 7.SE - The heat of hydrogenation for allene (Problem...Ch. 7.SE - Retin A, or retinoic acid, is a medication...Ch. 7.SE - Prob. 64APCh. 7.SE - tert-Butyl esters [RC02C(CH3)3] are converted into...Ch. 7.SE - Vinylcyclopropane reacts with HBr to yield a...Ch. 7.SE - Prob. 67APCh. 7.SE - Prob. 68APCh. 7.SE - Prob. 69APCh. 7.SE - Prob. 70APCh. 7.SE - Prob. 71APCh. 7.SE - Reaction of 2, 3-dimethyl-l-butene with HBr leads...
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