Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 18, Problem 18.50SP
Propose mechanisms for the following reactions.
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(2 pts) WSe2 is an ionic compound semiconductor that can be made to be p-type or n-type.What must happen to the chemical composition for it to be p-type? What must happen tothe chemical composition for it to be n-type?
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E = hv = hc/λ
h = 6.626 x 10-34 Js
c = 3.00 x 108 m/s
1 eV
1.602 x 10-19 J
A solution containing 100.0 mL of 0.155 M EDTA buffered to pH 10.00 was titrated with 100.0 mL of 0.0152 M Hg(ClO4)2 in a cell:
calomel electrode (saturated)//titration solution/Hg(l)
Given the formation constant of Hg(EDTA)2-, logKf= 21.5, and alphaY4-=0.30, find out the cell voltage E.
Hg2+(aq) + 2e- = Hg(l) E0= 0.852 V
E' (calomel electrode, saturated KCl) = 0.241 V
Chapter 18 Solutions
Organic Chemistry (9th Edition)
Ch. 18.3 - Give the IUPAC name and (if possible) a common...Ch. 18.5D - NMR spectra for two compounds are given here,...Ch. 18.5D - Why were no products from the McLafferty...Ch. 18.5D - Use equations to show the fragmentation leading to...Ch. 18.5E - Prob. 18.5PCh. 18.7D - Show how you would synthesize each compound from...Ch. 18.8 - Prob. 18.7PCh. 18.9 - Predict the products of the following reactions....Ch. 18.9 - Show how the following transformations may be...Ch. 18.10 - Prob. 18.10P
Ch. 18.11 - Show how you would accomplish the following...Ch. 18.11 - Prob. 18.12PCh. 18.12 - Propose mechanisms for a. the acid-catalyzed...Ch. 18.12 - Rank the following compounds in order of...Ch. 18.13 - Prob. 18.15PCh. 18.13 - Show how you would accomplish the following...Ch. 18.14 - Prob. 18.17PCh. 18.14 - Prob. 18.18PCh. 18.14 - Prob. 18.19PCh. 18.14 - Prob. 18.20PCh. 18.15 - 2,4-Dinitrophenylhydrazine is frequently used for...Ch. 18.15 - Prob. 18.22PCh. 18.15 - Prob. 18.23PCh. 18.16 - Prob. 18.24PCh. 18.16 - Prob. 18.25PCh. 18.16 - Show what alcohols and carbonyl compounds give the...Ch. 18.16 - In the mechanism for acetal hydrolysis shown, the...Ch. 18.16 - Prob. 18.28PCh. 18.17 - Show how you would accomplish the following...Ch. 18.18 - Prob. 18.30PCh. 18.18 - Prob. 18.31PCh. 18.18 - Prob. 18.32PCh. 18.18 - Show how Wittig reactions might be used to...Ch. 18.19 - Predict the major products of the following...Ch. 18.20C - Prob. 18.35PCh. 18.20C - Predict the major products of the following...Ch. 18 - Draw structures of the following derivatives. a....Ch. 18 - Prob. 18.38SPCh. 18 - Predict the major products of the following...Ch. 18 - Rank the following carbonyl compounds in order of...Ch. 18 - Acetals can serve as protecting groups for...Ch. 18 - Sketch the expected proton NMR spectrum of...Ch. 18 - A compound of formula C6H10O2 shows only two...Ch. 18 - The proton NMR spectrum of a compound of formula...Ch. 18 - The following compounds undergo McLafferty...Ch. 18 - An unknown compound gives a molecular ion of m/z...Ch. 18 - Show how you would accomplish the following...Ch. 18 - Prob. 18.48SPCh. 18 - Prob. 18.49SPCh. 18 - Propose mechanisms for the following reactions.Ch. 18 - Show how you would accomplish the following...Ch. 18 - Show how you would synthesize the following...Ch. 18 - Predict the products formed when cyclohexanone...Ch. 18 - Predict the products formed when...Ch. 18 - Show how you would synthesize octan-2-one from...Ch. 18 - Prob. 18.56SPCh. 18 - Both NaBH4 and NaBD4 are commercially available,...Ch. 18 - When LiAIH4 reduces 3-methylcyclopentanone, the...Ch. 18 - Prob. 18.59SPCh. 18 - Show how you would accomplish the following...Ch. 18 - There are three dioxane isomers 1,2-dioxane,...Ch. 18 - Two structures for the sugar glucose are shown on...Ch. 18 - Prob. 18.63SPCh. 18 - Prob. 18.64SPCh. 18 - Prob. 18.65SPCh. 18 - Prob. 18.66SPCh. 18 - Within each set of structures, indicate which will...Ch. 18 - Prob. 18.68SPCh. 18 - Prob. 18.69SPCh. 18 - Prob. 18.70SPCh. 18 - The UV spectrum of an unknown compound shows...Ch. 18 - a. Simple aminoacetals hydrolyze quickly and...Ch. 18 - The mass spectrum of unknown compound A shows a...Ch. 18 - Prob. 18.74SPCh. 18 - Prob. 18.75SPCh. 18 - Prob. 18.76SPCh. 18 - Prob. 18.77SP
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- From the following reduction potentials I2 (s) + 2e- = 2I- (aq) E0= 0.535 V I2 (aq) + 2e- = 2I- (aq) E0= 0.620 V I3- (aq) + 2e- = 3I- (aq) E0= 0.535 V a) Calculate the equilibrium constant for I2 (aq) + I- (aq) = I3- (aq). b) Calculate the equilibrium constant for I2 (s) + I- (aq) = I3- (aq). c) Calculate the solubility of I2 (s) in water.arrow_forward2. (3 pts) Consider the unit cell for the spinel compound, CrFe204. How many total particles are in the unit cell? Also, show how the number of particles and their positions are consistent with the CrFe204 stoichiometry - this may or may not be reflected by the particle colors in the diagram. (HINT: In the diagram, the blue particle is in an interior position while each red particle is either in a corner or face position.)arrow_forwardFrom the following potentials, calculate the activity of Cl- in saturated KCl. E0 (calomel electrode)= 0.268 V E (calomel electrode, saturated KCl)= 0.241 Varrow_forward
- Calculate the voltage of each of the following cells. a) Fe(s)/Fe2+ (1.55 x 10-2 M)//Cu2+ (6.55 x 10-3 M)/Cu(s) b) Pt, H2 (0.255 bar)/HCl (4.55 x 10-4 M), AgCl (sat'd)/Ag Fe2+ +2e- = Fe E0= -0.44 V Cu2+ + 2e- = Cu E0= 0.337 V Ag+ + e- = Ag E0= 0.799 V AgCl(s) + e- = Ag(s) + Cl- E0= 0.222 V 2H+ + 2e- = H2 E0= 0.000 Varrow_forwardA 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 Varrow_forward1. 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 +arrow_forward
- 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)arrow_forwardGermanium (Ge) is a semiconductor with a bandgap of 2.2 eV. How could you dope Ge to make it a p-type semiconductor with a larger bandgap? Group of answer choices It is impossible to dope Ge and have this result in a larger bandgap. Dope the Ge with silicon (Si) Dope the Ge with gallium (Ga) Dope the Ge with phosphorus (P)arrow_forwardWhich of the following semiconductors would you choose to have photons with the longest possible wavelengths be able to promote electrons to the semiconductor's conduction band? Group of answer choices Si Ge InSb CdSarrow_forward
- Which of the following metals is the only one with all of its bands completely full? Group of answer choices K Na Ca Alarrow_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); 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_forward
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