Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 18.15, Problem 18.21P
2,4-Dinitrophenylhydrazine is frequently used for making derivatives of
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NMR spectrum of ethyl acetate has signals whose chemical shifts are indicated below. Which hydrogen or set of hydrogens corresponds to the signal at
4.1 ppm? Select the single best answer.
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ethyl acetate
H NMR: 1.3 ppm, 2.0 ppm, 4.1 ppm
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How many signals do you expect in the H NMR spectrum for this molecule?
Br Br
Write the answer below.
Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H
atoms that would contribute to the same signal as the H already highlighted red
Note for advanced students: In this question, any multiplet is counted as one signal.
1
Number of signals in the 'H NMR spectrum.
For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to
the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
Check
For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute
to the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
O
✓
No additional Hs to color in top
molecule
ง
No additional Hs to color in bottom…
in the kinetics experiment, what were the values calculated? Select all that apply.a) equilibrium constantb) pHc) order of reactiond) rate contstant
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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- true or false, given that a 20.00 mL sample of NaOH took 24.15 mL of 0.141 M HCI to reach the endpoint in a titration, the concentration of the NaOH is 1.17 M.arrow_forwardin the bromothymol blue experiment, pKa was measured. A closely related compound has a Ka of 2.10 x 10-5. What is the pKa?a) 7.1b) 4.7c) 2.0arrow_forwardcalculate the equilibrium concentration of H2 given that K= 0.017 at a constant temperature for this reaction. The inital concentration of HBr is 0.050 M.2HBr(g) ↔ H2(g) + Br2(g)a) 4.48 x 10-2 M b) 5.17 x 10-3 Mc) 1.03 x 10-2 Md) 1.70 x 10-2 Marrow_forward
- true or falsegiven these two equilibria with their equilibrium constants:H2(g) + CI2(l) ↔ 2HCI(g) K= 0.006 CI2(l) ↔ CI2(g) K= 0.30The equilibrium contstant for the following reaction is 1.8H2(g) + CI2 ↔ 2HCI(g)arrow_forwardI2(g) + CI2(g) ↔ 2ICIK for this reaction is 81.9. Find the equilibrium concentration of I2 if the inital concentration of I2 and CI2 are 0.010 Marrow_forwardtrue or false,the equilibrium constant for this reaction is 0.50.PCI5(g) ↔ PCI3(g) + CI2(g)Based on the above, the equilibrium constant for the following reaction is 0.25.2PCI5(g) ↔. 2PCI3(g) + 2CI2(g)arrow_forward
- true or false, using the following equilibrium, if carbon dioxide is added the equilibrium will shift toward the productsC(s) + CO2(g) ↔ 2CO(g)arrow_forward2S2O2/3- (aq) + I2 (aq) ---> S4O2/6- (aq) +2I- (aq) Experiment I2 (M) S2O3- (M) Initital Rate (M/s) 1 0.01 0.01 0.0004 2 0.01 0.02 0.0004 3 0.02 0.01 0.0008 Calculate the overall order for this reaction using the table data a) 3b) 0c) 2d) 1arrow_forwardthe decomposition of N2O5 is the first order with a half-life of 1.98 minutes. If the inital concentration of N2O5 is 0.200 M, what is the concentration after 6 minutes?a) 0.612 Mb) 0.035 Mc) 0.024 Md) 0.100 Marrow_forward
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