Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 2.SE, Problem 59AP
We’ll see in the next chapter that organic molecules can be classified according to the
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CHEM2323
Problem 2-24
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Predict the product(s) of the following acid/base reactions. Draw curved arrows to show the formation and
breaking of bonds. If the bonds needed are not drawn out, you should redraw them.
+ BF3
(a)
(b)
HI +
(c)
OH
-BF
Problem 2-25
Use curved arrows and a proton (H+) to draw the protonated form of the following Lewis bases. Before
starting, add all missing lone pairs.
(a)
(b)
:0:
(c)
N
1
CHEM2323
PS CH02
Name:
CHEM2323
Problem 2-26
Tt O
PS CH02
Name:
Use the curved-arrow formalism to show how the electrons flow in the resonance form on the left to give the
one on the right. (Draw all lone pairs first)
(a)
NH2
NH2
+
(b)
Problem 2-27
Double bonds can also act like Lewis bases, sharing their electrons with Lewis acids. Use curved arrows to
show how each of the following double bonds will react with H-Cl and draw the resulting carbocation.
(a)
H2C=CH2
(b)
(c)
Problem 2-28
Identify the most electronegative element in each of the following molecules:
(a) CH2FCI
F
Problem 2-29
(b) FCH2CH2CH2Br
(c) HOCH2CH2NH2
(d) CH3OCH2Li
F
0
0
Use the electronegativity table in Figure 2.3 to predict which bond in the following pairs is more polar and
indicate the direction of bond polarity for each compound.
(a) H3C-Cl or Cl-CI
(b) H3C-H or H-CI
(c) HO-CH3 or (CH3)3Si-CH3
(d) H3C-Li or Li-OH
Don't used hand raiting
Chapter 2 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
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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- Don't used hand raitingarrow_forwardat 32.0 °C? What is the osmotic pressure (in atm) of a 1.46 M aqueous solution of urea [(NH2), CO] at 3 Round your answer to 3 significant digits.arrow_forwardReagan is doing an atomic absorption experiment that requires a set of zinc standards in the 0.4-1.6 ppm range. A 1000 ppm Zn solution was prepared by dissolving the necessary amount of solid Zn(NO3)2 in water. The standards can be prepared by diluting the 1000 ppm Zn solution. Table 1 shows one possible set of serial dilutions (stepwise dilution of a solution) that Reagan could perform to make the necessary standards. Solution A was prepared by diluting 5.00 ml of the 1000 ppm Zn standard to 50.00 ml. Solutions C-E are called "calibration standards" because they will be used to calibrate the atomic absorption spectrometer. a. Compare the solution concentrations expressed as ppm Zn and ppm Zn(NO3)2. Compare the concentrations expressed as M Zn and M Zn(NO3)2 - Which units allow easy conversion between chemical species (e.g. Zn and Zn(NO3)2)? - Which units express concentrations in numbers with easily expressed magnitudes? - Suppose you have an analyte for which you don't know the molar…arrow_forward
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