Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 3, Problem 28P
Interpretation Introduction
Interpretation:
The products of the equation following the curved arrow are to be written.
Concept introduction:
Curved arrow notations are used to show the direction of the flow of electrons in a reaction mechanism. The following notations are used while using curved arrows.
Curved arrows always point from the source of an electron pair to the atom receiving the pair.
They always show the flow of electrons from a site of higher electron density to a site of lower electron density.
Curved arrows are never used to show the movement of atoms. They are only used to show the flow of electron.
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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 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 1PPCh. 3 - PRACTICE PROBLEM 3.2
Write equations showing the...Ch. 3 - PRACTICE PROBLEM 3.3 Which of the following are...Ch. 3 - Prob. 4PPCh. 3 - PRACTICE PROBLEM 3.5 Formic acid (HCO2H) has...Ch. 3 - Prob. 6PPCh. 3 - Prob. 7PPCh. 3 - Prob. 8PPCh. 3 - PRACTICE PROBLEM 3.9 Predict the outcome of the...Ch. 3 - Prob. 10PP
Ch. 3 - Prob. 11PPCh. 3 - Prob. 12PPCh. 3 - Prob. 13PPCh. 3 - Prob. 14PPCh. 3 - PRACTICE PROBLEM 3.15 Nitro groups have a large...Ch. 3 - PRACTICE PROBLEM 3.16
Your laboratory instructor...Ch. 3 - Prob. 17PPCh. 3 - Prob. 18PPCh. 3 - Prob. 19PPCh. 3 - What is the conjugate base of each of the...Ch. 3 - List the bases you gave as answers to Problem 3.20...Ch. 3 - 3.22 What is the conjugate acid of each of the...Ch. 3 - List the acids you gave as answers to Problem 3.22...Ch. 3 - Rank the following in order of increasing acidity.Ch. 3 - Without consulting tables, select the stronger...Ch. 3 - Designate the Lewis acid and Lewis base in each of...Ch. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Write an equation, using the curved-arrow...Ch. 3 - 3.30 What reaction will take place if ethyl...Ch. 3 - 3.31 (a) The of formic acid. What is the? (b)...Ch. 3 - Acid HA has pKa=20; acid HB has pKa=10. (a) Which...Ch. 3 - Prob. 33PCh. 3 - 3.34 (a) Arrange the following compounds in order...Ch. 3 - 3.35 Arrange the following compounds in order of...Ch. 3 - 3.36 Arrange the following in order of increasing...Ch. 3 - Prob. 37PCh. 3 - 3.38 Supply the curved arrows necessary for the...Ch. 3 - Glycine is an amino acid that can be obtained from...Ch. 3 - 3.40 Malonic acid, , is a diprotic acid. The for...Ch. 3 - 3.41 The free-energy change, , for the ionization...Ch. 3 - 3.42 At the enthalpy change, , for the ionization...Ch. 3 - The compound at right has (for obvious reasons)...Ch. 3 - 3.44.
(a) Given the above sequence of...Ch. 3 - Prob. 45PCh. 3 - Prob. 46PCh. 3 - 3.47 As noted in Table 3.1, the of acetone, , is...Ch. 3 - Formamide (HCONH2) has a pKa of approximately 25....Ch. 3 - List all the chemical species likely to be present...Ch. 3 - Prob. 2LGPCh. 3 - Prob. 3LGPCh. 3 - Prob. 4LGP
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