EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
9th Edition
ISBN: 9781305084391
Author: McMurry
Publisher: CENGAGE L
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Chapter 2.SE, Problem 24MP
Predict the product(s) of the acid/base reactions below. Draw curved arrows to show the formation and breaking of bonds.
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MATERIALS. Differentiate between interstitial position and reticular position.
For each of the following, indicate whether the arrow pushes are valid. Do we break any
rules via the arrows? If not, indicate what is incorrect. Hint: Draw the product of the arrow
and see if you still have a valid structure.
a.
b.
N
OH
C.
H
N +
H
d.
e.
f.
مه
N
COH
Decide which is the most acidic proton (H) in the following compounds. Which one can be
removed most easily?
a)
Ha
Нь
b)
Ha
Нь
c)
CI
CI
Cl Ha
Нь
Chapter 2 Solutions
EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
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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- Provide all of the possible resonanse structures for the following compounds. Indicate which is the major contributor when applicable. Show your arrow pushing. a) H+ O: b) c) : N :O : : 0 d) e) Оarrow_forwardDraw e arrows between the following resonance structures: a) b) : 0: :0: c) :0: N t : 0: بار Narrow_forwardDraw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. Cl Substitution will not occur at a significant rate. Explanation Check :☐ O-CH + Х Click and drag to start drawing a structure.arrow_forward
- Draw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. Cl C O Substitution will not occur at a significant rate. Explanation Check + O-CH3 Х Click and drag to start drawing a structure.arrow_forward✓ aw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. C Cl HO–CH O Substitution will not occur at a significant rate. Explanation Check -3 ☐ : + D Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacy Cearrow_forwardPlease correct answer and don't used hand raitingarrow_forward
- Don't used hand raiting and don't used Ai solutionarrow_forwardDetermine whether the following reaction is an example of a nucleophilic substitution reaction: Br OH HO 2 -- Molecule A Molecule B + Br 义 ollo 18 Is this a nucleophilic substitution reaction? If this is a nucleophilic substitution reaction, answer the remaining questions in this table. Which of the reactants is referred to as the nucleophile in this reaction? Which of the reactants is referred to as the organic substrate in this reaction? Use a ŏ + symbol to label the electrophilic carbon that is attacked during the substitution. Highlight the leaving group on the appropriate reactant. ◇ Yes O No O Molecule A Molecule B Molecule A Molecule B टेarrow_forwardPlease correct answer and don't used hand raitingarrow_forward
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