ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Textbook Question
Chapter 2.SE, Problem 61AP
Phenol, C6H5OH, is a stronger acid than methanol, CH3OH, even though both contain an Q-H bond. Draw the structures of the anions resulting from loss of H+ from phenol and methanol, and use resonance structures to explain the difference in acidity.
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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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- If the energy absorbed per mole of gas is 480 kJ mol-1, indicate the number of Einsteins per mole.arrow_forwardThe quantum yield of the photochemical decay of HI is 2. Calculating the moles of HI per kJ of radiant energy can be decayed knowing that the energy absorbed per mole of photons is 490 kJ.arrow_forwardThe quantum yield of the photochemical decay of HI is 2. Calculate the number of Einsteins absorbed per mole knowing that the energy absorbed per mole of photons is 490 kJ.arrow_forward
- The quantum yield of the photochemical decay of HI is 2. How many moles of HI per kJ of radiant energy can be decayed knowing that the energy absorbed per mole of photons is 490 kJ.arrow_forwardIf the energy absorbed per mole of photons is 450 kJ, the number of Einsteins absorbed per 1 mole.arrow_forwardWhen propionic aldehyde in vapor form at 200 mmHg and 30°C is irradiated with radiation of wavelength 302 nm, the quantum yield with respect to the formation of CO is 0.54. If the intensity of the incident radiation is 1.5x10-3 W, find the rate of formation of CO.arrow_forward
- If the dissociation energy of one mole of O2 is 5.17 eV, determine the wavelength that must be used to dissociate it with electromagnetic radiation. Indicate how many Einstein's of this radiation are needed to dissociate 1 liter of O2 at 25°C and 1 atm of pressure.Data: 1 eV = 96485 kJ mol-1; R = 0.082 atm L K-1; c = 2.998x108 m s-1; h = 6.626x10-34 J s; NA = 6.022x 1023 mol-1arrow_forwardIndicate the number of Einsteins that are equivalent to 550 kJ mol⁻¹ of absorbed energy (wavelength 475 nm).arrow_forwardIndicate the number of einsteins that are equivalent to 550 kJ mol⁻¹ of absorbed energy?arrow_forward
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