ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
6th Edition
ISBN: 9781260325294
Author: SMITH
Publisher: RENT MCG
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Chapter 27.1, Problem 1P
Interpretation Introduction
Interpretation: The other three stereoisomers of l-isoleucine is to be drawn and the stereogenic centers are to be labeled as
Concept introduction: The stereogenic centers with
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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 27 Solutions
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
Ch. 27.1 - Prob. 1PCh. 27.1 - Problem 29.2
What form exists at the isoelectric...Ch. 27.1 - Problem 29.3
Explain why the of the group of an...Ch. 27.1 - Prob. 4PCh. 27.2 - Problem 29.5
What -halo carbonyl compound is...Ch. 27.2 - Problem 29.6
The enolate derived from diethyl...Ch. 27.2 - Problem 29.7
What amino acid is formed when is...Ch. 27.2 - Problem 29.8
What aldehyde is needed to synthesize...Ch. 27.2 - Problem 29.9
Draw the products of each...Ch. 27.3 - Prob. 10P
Ch. 27.3 - Prob. 11PCh. 27.3 - Prob. 12PCh. 27.4 - Problem 29.13
What alkene is needed to synthesize...Ch. 27.5 - Problem 29.14
Draw the structure of each peptide....Ch. 27.5 - Problem 29.15
Name each peptide using both the...Ch. 27 - Draw the product formed when the following amino...Ch. 27 - With reference to the following peptide: a...Ch. 27 - Prob. 31PCh. 27 - Histidine is classified as a basic amino acid...Ch. 27 - Tryptophan is not classified as a basic amino acid...Ch. 27 - What is the structure of each amino acid at its...Ch. 27 - What is the predominant form of each of the...Ch. 27 - 29.37 What is the predominant form of each of the...Ch. 27 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 27 - 29.39 Draw the organic products formed in each...Ch. 27 - 29.40 What alkyl halide is needed to synthesize...Ch. 27 - Prob. 50PCh. 27 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 27 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr:
a....Ch. 27 - Prob. 53PCh. 27 - Prob. 54PCh. 27 - 29.55 Draw the amino acids and peptide fragments...Ch. 27 - Prob. 56PCh. 27 - Prob. 57PCh. 27 - Prob. 58PCh. 27 - 29.59 An octapeptide contains the following amino...Ch. 27 - 29.60 Draw the organic products formed in each...Ch. 27 - 29.65 Draw the mechanism for the reaction that...Ch. 27 - 29.66 Which of the following amino acids are...Ch. 27 - 29.67 After the peptide chain of collagen has been...Ch. 27 - Prob. 68PCh. 27 - Prob. 69PCh. 27 - 29.70 The anti-obesity drug orlistat works by...Ch. 27 - Prob. 71P
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- 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); Reagents: H₂O (B); CH3CO₂H (D) NaHCO3 (4); Hg(OAc)2 (5); HBr (1); R₂BH (6); H2SO4 (2); CH3OH (C); Br₂ (3); H₂O₂ / HO- (7); NaBH4 (8) Reagent Set #1 Reagent Set #2 FGI OH - α-α Br + enant Solvent Reagent(s) Solvent Reagent(s)arrow_forwardBased on concepts from Lecture 3-5, which of the following ionic compounds should be most soluble in water? Group of answer choices MgO BeO CaO BaOarrow_forwardFrom an energy standpoint, which two process - in the correct order - are involved in the dissolving of an ionic compound crystal? Group of answer choices Water coordination to the ions followed by sublimation into the gas phase Sublimation of the crystal into gas-phase ions followed by water coordination to the ions Ion dissociation from the crystal followed by water coordination to the ions Water coordination to the ions followed by ion dissociation from the crystalarrow_forward
- For which Group 2 metal (M), is this process the most exothermic? M2+(g) + O2−(g) + CO2(g) → MO(s) + CO2(g) Group of answer choices M = Sr M = Mg M = Ca M = Baarrow_forward2. 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); H2SO4 (2); CH3OH (C); Br₂ (3); CH3CO₂H (D) NaHCO3 (4); Hg(OAc)2 (5); R₂BH (6); H₂O₂ / HO- (7); NaBH4 (8) Reagent Set #1 Reagent Set #2 FGI Solvent Reagent(s) Solvent Reagent(s) HO OHarrow_forwardFor which of the following ionic compounds would you expect the smallest difference between its theoretical and experimental lattice enthalpies? (You may assume these all have the same unit cell structure.) Electronegativities: Ca (1.0), Fe (1.8), Mg (1.2), O (3.5), S (2.5), Zn (1.6) Group of answer choices ZnO MgS CaO FeSarrow_forward
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