Organic Chemistry
8th Edition
ISBN: 9781337516402
Author: Brown
Publisher: Cengage
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Chapter 13, Problem 13.26P
Ascaridole is a natural product that has been used to treat intestinal worms. Explain why the two methyls on the isopropyl group in ascaridole appear in its 1H-NMR spectrum as four lines of equal intensity, with two sets of two each separated by 7 Hz.
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In methyl orange preparation, if the reaction started with 0.5 mole of sulfanilic acid to form the diazonium salt of this compound and then it converted to methyl orange [0.2 mole]. If the efficiency of the second step was 50%, Calculate: A. Equation(s) of Methyl Orange synthesis: Diazotization and coupling reactions. B. How much diazonium salt was formed in this reaction? C. The efficiency percentage of the diazotization reaction D. Efficiency percentage of the whole reaction.
Chapter 13 Solutions
Organic Chemistry
Ch. 13.2 - Calculate the ratio of nuclei in the higher spin...Ch. 13.5 - State the number of sets of equivalent hydrogens...Ch. 13.5 - Each compound gives only one signal in its 1H-NMR...Ch. 13.6 - The line of integration of the two signals in the...Ch. 13.7 - Following are two constitutional isomers with the...Ch. 13.8 - Following are pairs of constitutional isomers....Ch. 13.10 - Following is a 1H-NMR spectrum of 2-butanol....Ch. 13.11 - Explain how to distinguish between the members of...Ch. 13 - Prob. 13.9PCh. 13 - Prob. 13.10P
Ch. 13 - Prob. 13.11PCh. 13 - Following are structural formulas for three...Ch. 13 - Following arc structural formulas for the cis...Ch. 13 - Prob. 13.14PCh. 13 - Following are three compounds with the molecular...Ch. 13 - Following are 1H-NMR spectra for compounds D, E,...Ch. 13 - Following are 1H-NMR spectra for compounds G, H,...Ch. 13 - Propose a structural formula for compound J,...Ch. 13 - Compound K, molecular formula C6H14O, readily...Ch. 13 - Compound M, molecular formula C5H10O, readily...Ch. 13 - Following is the 1H-NMR spectrum of compound O,...Ch. 13 - Treatment of compound P with BH3 followed by...Ch. 13 - The 1H-NMR spectrum of compound R, C6H14O,...Ch. 13 - Write structural formulas for the following...Ch. 13 - Prob. 13.25PCh. 13 - Ascaridole is a natural product that has been used...Ch. 13 - The 13C-NMR spectrum of 3-methyl-2-butanol shows...Ch. 13 - Prob. 13.28P
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- Hand written equations pleasearrow_forwardHand written equations pleasearrow_forward> each pair of substrates below, choose the one that will react faster in a substitution reaction, assuming that: 1. the rate of substitution doesn't depend on nucleophile concentration and 2. the products are a roughly 50/50 mixture of enantiomers. Substrate A Substrate B Faster Rate X Ś CI (Choose one) (Choose one) CI Br Explanation Check Br (Choose one) © 2025 McGraw Hill LLC. All Rights Farrow_forward
- 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. The H O HỌC—C—0—CH, CH, 2 A ethyl acetate H NMR: 1.3 ppm, 2.0 ppm, 4.1 ppm Check OA B OC ch B C Save For Later Submit Ass © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center |arrow_forwardHow 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…arrow_forwardin the kinetics experiment, what were the values calculated? Select all that apply.a) equilibrium constantb) pHc) order of reactiond) rate contstantarrow_forward
- 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
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