Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 2.SE, Problem 25MP
Use curved arrows to draw the protonated form of each Lewis base below.
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List the strongest base for each pair of molecules:
Box 1 and 2.
box 1 answer choices: [conj. acid]>[conj. base],[conj. acid]=[conj. base], or [conj. acid]<[conj. base]box 2 answer choices: protects equally well in both directions, protects better against an acid, or protects better against a base.
Hi, could someone help me draw the conjugate acid and conjugate base for this structure? I’m trying to learn how to do it but it’s hard. Thank you!
Chapter 2 Solutions
Organic Chemistry
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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- For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a conjugate acid and a conjugate base (e.g., water).arrow_forwardConstruct an explanation for why sulfuric acid is such a strong acid. (Note that sulfur is in thethird row of the periodic table and can have more than eight electrons.)arrow_forwardComplete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction. (a) (b) (c) (d)arrow_forward
- For the previous four questions, label each molecule that appears in the question or your answer asstrong acid, strong base, weak acid, or weak base.arrow_forwardDraw the structure of the conjugate base of water. (Note that it does not appear in Figure 4.11).arrow_forwardThe answer is D (not C). The explanation given is "This compound is the only one of the choices that does not contain a base." What does it mean by "does not contain a base"? Isn't Br- a base?arrow_forward
- Indicate which is the weaker base and explain why. Be specific! NH3 or NF3arrow_forwardCan you help me with this question, please? Which one is the answer right?arrow_forward6. Circle the most acidic and put an X over the least acidic in each set of three. (Please help with subparts a-c)arrow_forward
- In the boxes below each structure, provide the appropriate labels: acid, conjugate acid (CA), base, conjugate base (CB). Using pKa values (table given) determine which side the equilibrium will favor, or if it will not favor either side write “neither”. CH3OH2 +Br ------> CH3OH + HBrarrow_forwardCan you explain all the steps to get the answer? And how do you know the equilibrium? What does the arrows mean? For the given acid base reaction: a) Determine which is the weakest (most stable) base Show the details for your reasoning. b) Show which side of the reaction is favored at equilibrium and explain why. c) Draw the curved arrows to show the proton transfer from the acid to the base the given acid-base reaction: a) Determine which is the weakest (most stable) base. Show the details for your reasoning. b) Show which side of the reaction is favored at equilibrium and explain why c) Draw the curved arrows to show the proton transfer from the acid to the base.arrow_forwardi'm not sure what the answer is can you help me?arrow_forward
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