ORGANIC CHEMISTRY-EBOOK>I<
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ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Chapter 2.11, Problem 17P
Using curved arrows, show how the species in part (a) can act as Lewis bases in their reactions with HGl, and show how the species in part (b) can act as Lewis acids in their reaction with OH-.
(a) CH3CH2OH, HN(CH3)2, P(CH3)3
(b) H3C+, B(CH3)3, MgBr2
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The structure of compound 1,3,5-trimethylbenzene (mesitylene) is given below.
How many signals would you expect to find in the 'H NMR spectrum of 1,3,5-trimethylbenzene (mesitylene)?
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How many signals do you expect in the 'H NMR spectrum for this molecule?
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Cl
Write the answer in the table below.
Also, in each of the drawing areas below is a copy of the molecule, with H atoms shown. In each copy, one of the H atoms is highlighted 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: Remember, a multiplet is considered one signal in the 'H NMR spectrum.
1
Number of signals in the 'H NMR spectrum.
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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.
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top molecule
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…
Chapter 2 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 2.1 - Prob. 1PCh. 2.1 - Prob. 2PCh. 2.1 - Use the electronegativity values shown in Figure...Ch. 2.1 - Look at the following electrostatic potential map...Ch. 2.2 - Ethylene glycol, HOCH2CH2OH, may look nonpolar...Ch. 2.2 - Make three-dimensional drawings of the following...Ch. 2.3 - Calculate formal charges for the nonhydrogen atoms...Ch. 2.3 - Organic phosphate groups occur commonly in...Ch. 2.6 - Which of the following pairs of structures...Ch. 2.6 - Draw the indicated number of resonance forms for...
Ch. 2.7 - Nitric acid (HNO3) reacts with ammonia (NH3) to...Ch. 2.8 - Prob. 12PCh. 2.8 - Amide ion, H2N-, is a much stronger base than...Ch. 2.9 - Prob. 14PCh. 2.9 - Prob. 15PCh. 2.9 - Prob. 16PCh. 2.11 - Using curved arrows, show how the species in part...Ch. 2.11 - Prob. 18PCh. 2.12 - Of the two vitamins A and C, one is hydrophilic...Ch. 2.SE - Prob. 20VCCh. 2.SE - The following model is a representation of...Ch. 2.SE - cis-l, 2-Dichloroethylene and trans-1,...Ch. 2.SE - The following molecular models are representations...Ch. 2.SE - Predict the product(s) of the acid/base reactions...Ch. 2.SE - Use curved arrows to draw the protonated form of...Ch. 2.SE - Prob. 26MPCh. 2.SE - Double bonds can also act like Lewis bases,...Ch. 2.SE - Prob. 28APCh. 2.SE - Use the electronegativity table given in Figure...Ch. 2.SE - Which of the following molecules has a dipole...Ch. 2.SE - Prob. 31APCh. 2.SE - Phosgene, C12C=O, has a smaller dipole moment than...Ch. 2.SE - Prob. 33APCh. 2.SE - Methanethiol, CH3SH, has a substantial dipole...Ch. 2.SE - Calculate the formal charges on the atoms shown in...Ch. 2.SE - Assign formal charges to the atoms in each of the...Ch. 2.SE - Which of the following pairs of structures...Ch. 2.SE - Prob. 38APCh. 2.SE - 1, 3-Cyclobutadiene is a rectangular molecule with...Ch. 2.SE - Alcohols can act either as weak acids or as weak...Ch. 2.SE - The O-H hydrogen in acetic acid is more acidic...Ch. 2.SE - Draw electron-dot structures for the following...Ch. 2.SE - Write the products of the following acid-base...Ch. 2.SE - Rank the following substances in order of...Ch. 2.SE - Which, if any, of the substances in Problem 2-44...Ch. 2.SE - The ammonium ion (NH4+, pKa = 9.25) has a lower...Ch. 2.SE - Prob. 47APCh. 2.SE - Prob. 48APCh. 2.SE - Calculate Ka values from the following pka’s:...Ch. 2.SE - Calculate pKa values from the following Ka’s:...Ch. 2.SE - What is the pH of a 0.050 M solution of formic...Ch. 2.SE - Prob. 52APCh. 2.SE - Maleic acid has a dipole moment, but the closely...Ch. 2.SE - Assume that you have two unlabeled bottles, one of...Ch. 2.SE - Identify the acids and bases in the following...Ch. 2.SE - Which of the following pairs represent resonance...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - Carbocations, which contain a trivalent,...Ch. 2.SE - We’ll see in the next chapter that organic...Ch. 2.SE - The azide functional group, which occurs in...Ch. 2.SE - Phenol, C6H5OH, is a stronger acid than methanol,...Ch. 2.SE - Thiamin diphosphate (TPP), a derivative of vitamin...Ch. 2.SE - Determine if each compound or ion below has a...Ch. 2.SE - Prob. 64APCh. 2.SE - Prob. 65APCh. 2.SE - Draw the conjugate base for each compound below...Ch. 2.SE - 1, 1, 1-Trichloroethanol is an acid more than 1000...
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- wrtie the balanced equation and find the E° when the following half- reactions are combined Zn2+(aq) + 2e---> Zn(s) E°= -0.763V Ag+(aq) + e---> Ag (s) E°=+0.799Varrow_forwardConsider this molecule: How many H atoms are in this molecule? How many different signals could be found in its 'H NMR spectrum? Note: A multiplet is considered one signal. ☐arrow_forwardStudy this 'H NMR spectrum, and then answer the questions about it in the table below. Check 1.0- 0.5- 0.0 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 What unit symbol should be written on the horizontal axis? What is the chemical shift & of the doublet? If there is no doublet, just check the box instead. Give your answer to 2 significant digits. What is the chemical shift of the signal immediately upfield of the doublet? If there is no doublet, or no signal upfield of it, check the box instead. What is the chemical shift & of the least deshielded proton? If you can't tell without more information, check the box instead. 血 8 = ☐ There is no doublet. 8 = ☐ No such signal. 8 = 0 Need more information.arrow_forward
- how many moles of H2O2 are required to react with 11g of N2H4 according to the following reaction? (atomic weights: N=14.01, H=1.008, O= 16.00) 7H2O2 + N2H4 -> 2HNO3 + 8H20arrow_forwardcalculate the number of moles of H2 produced from 0.78 moles of Ga and 1.92 moles HCL? 2Ga+6HCL->2GaCl3+3H2arrow_forwardan adult human breathes 0.50L of air at 1 atm with each breath. If a 50L air tank at 200 atm is available, how man y breaths will the tank providearrow_forward
- Using reaction free energy to predict equilibrium composition Consider the following equilibrium: 2NO2 (g) = N2O4(g) AGº = -5.4 kJ Now suppose a reaction vessel is filled with 4.53 atm of dinitrogen tetroxide (N2O4) at 279. °C. Answer the following questions about this system: Under these conditions, will the pressure of N2O4 tend to rise or fall? Is it possible to reverse this tendency by adding NO2? In other words, if you said the pressure of N2O4 will tend to rise, can that be changed to a tendency to fall by adding NO2? Similarly, if you said the pressure of N2O4 will tend to fall, can that be changed to a tendency to '2' rise by adding NO2? If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO 2 needed to reverse it. Round your answer to 2 significant digits. 00 rise ☐ x10 fall yes no ☐ atm G Ar 1arrow_forwardWhy do we analyse salt?arrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H H CH3OH, H+ H Select to Add Arrows H° 0:0 'H + Q HH ■ Select to Add Arrows CH3OH, H* H. H CH3OH, H+ HH ■ Select to Add Arrows i Please select a drawing or reagent from the question areaarrow_forward
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