EP ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582453
Author: Brown
Publisher: Cengage Learning
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Chapter 4, Problem 4.50AP
Write an equation for the acid-base reaction between 2,4-pentanedione and sodium ethoxide and calculate its equilibrium constant, Keq. The pKa of 2,4-pentanedione is 9; that of ethanol is 15.9.
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ion.
A student proposes the following Lewis structure for the perchlorate (CIO) io
:
:0:
: Cl
:
-
-
:
:0:
ك
Assign a formal charge to each atom in the student's Lewis structure.
atom
central O
formal charge
☐
top O
☐
right O
☐
bottom O
☐
Cl
☐
Decide whether these proposed Lewis structures are reasonable.
proposed Lewis structure
Yes.
Is the proposed Lewis structure reasonable?
Cl-
: 2:
:Z:
:Z:
N—N
: 0:
C C1:
O CO
No, it has the wrong number of valence electrons.
The correct number is: ☐
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:* ☐
Yes.
No, it has the wrong number of valence electrons.
The correct number is: ☐
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:* |
Yes.
No, it has the wrong number of valence electrons.
The correct number is:
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:* |
If two or more atoms of the same element don't satisfy the octet rule, just enter the chemical symbol as many
times as necessary. For example, if two oxygen atoms don't satisfy the octet rule, enter "0,0".
☑
Use the observations about each chemical reaction in the table below to decide the sign (positive or negative) of the reaction enthalpy AH and reaction entropy
AS.
Note: if you have not been given enough information to decide a sign, select the "unknown" option.
reaction
observations
conclusions
ΔΗ is
(pick one)
A
This reaction is faster above 103. °C than
below.
AS is
(pick one)
ΔΗ is
(pick one)
B
This reaction is spontaneous only above
-9. °C.
AS is
(pick one)
ΔΗ is
(pick one)
C
The reverse of this reaction is always
spontaneous.
AS is
(pick one)
18
Ar
Chapter 4 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
Ch. 4.2 - For each conjugate acid-base pair, identify the...Ch. 4.2 - Write these reactions as proton-transfer...Ch. 4.2 - Following is a structural formula for guanidine,...Ch. 4.2 - Write an equation to show the proton transfer...Ch. 4.3 - For each value of Ka, calculate the corresponding...Ch. 4.4 - Predict the position of equilibrium and calculate...Ch. 4.5 - Calculate Keq for a reaction with G0 = 17.1 kJ/mol...Ch. 4.6 - Acid-Base Equilibria Many factors contribute to...Ch. 4.6 - What is the relative trend in acidity and pKa of...Ch. 4.7 - Write an equation for the reaction between each...
Ch. 4 - For each conjugate acid-base pair, identify the...Ch. 4 - Complete a net ionic equation for each...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Prob. 4.12PCh. 4 - In acetic acid, CH3COOH, the OH hydrogen is more...Ch. 4 - Which has the larger numerical value? (a) The pKa...Ch. 4 - In each pair, select the stronger acid. (a)...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - If the G for a reaction is 4.5 kcal/mol at 298 K,...Ch. 4 - Calculate the Keq for the following reactions from...Ch. 4 - Prob. 4.20PCh. 4 - Answer true or false to the following statements...Ch. 4 - In each of the following three reaction coordinate...Ch. 4 - The acid-base chemistry reaction of barium...Ch. 4 - Unless under pressure, carbonic acid (H2CO3) in...Ch. 4 - Prob. 4.25PCh. 4 - Acetic acid, CH3COOH, is a weak organic acid, pKa...Ch. 4 - Benzoic acid, C6H5COOH (pKa 4.19), is only...Ch. 4 - Prob. 4.28PCh. 4 - One way to determine the predominant species at...Ch. 4 - Will acetylene react with sodium hydride according...Ch. 4 - Prob. 4.31PCh. 4 - For each equation, label the Lewis acid and the...Ch. 4 - Complete the equation for the reaction between...Ch. 4 - Each of these reactions can be written as a Lewis...Ch. 4 - The sec-butyl cation can react as both a...Ch. 4 - Prob. 4.36APCh. 4 - Prob. 4.37APCh. 4 - Prob. 4.38APCh. 4 - Explain why the hydronium ion, H3O+, is the...Ch. 4 - What is the strongest base that can exist in...Ch. 4 - Prob. 4.42APCh. 4 - Prob. 4.43APCh. 4 - Methyl isocyanate, CH3N=C=O, is used in the...Ch. 4 - Offer an explanation for the following...Ch. 4 - Prob. 4.46APCh. 4 - Alcohols (Chapter 10) are weak organic acids, pKa...Ch. 4 - As we shall see in Chapter 19, hydrogens on a...Ch. 4 - 2,4-Pentanedione is a considerably stronger acid...Ch. 4 - Write an equation for the acid-base reaction...Ch. 4 - Prob. 4.51APCh. 4 - Prob. 4.52APCh. 4 - Prob. 4.53APCh. 4 - Following is a structural formula for imidazole, a...
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- Use the observations about each chemical reaction in the table below to decide the sign (positive or negative) of the reaction enthalpy AH and reaction entropy AS. Note: if you have not been given enough information to decide a sign, select the "unknown" option. reaction observations conclusions A The reverse of this reaction is always spontaneous but proceeds slower at temperatures below 41. °C. ΔΗ is (pick one) AS is (pick one) ΔΗ is (pick one) B This reaction is spontaneous except above 94. °C. AS is (pick one) This reaction is always spontaneous, but ΔΗ is (pick one) C proceeds slower at temperatures below −14. °C. AS is (pick one) Х 00. 18 Ar 무ㅎ B 1 1arrow_forwardDraw the product of the reaction shown below. Ignore inorganic byproducts. + H CH3CH2OH HCI Drawingarrow_forwardplease explain this in simple termsarrow_forward
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- Decide whether these proposed Lewis structures are reasonable. proposed Lewis structure Is the proposed Lewis structure reasonable? Yes. :0: Cl C C1: 0=0: : 0 : : 0 : H C N No, it has the wrong number of valence electrons. The correct number is: ☐ No, it has the right number of valence electrons but doesn't satisfy the octet rule. The symbols of the problem atoms are:* ☐ Yes. No, it has the wrong number of valence electrons. The correct number is: ☐ No, it has the right number of valence electrons but doesn't satisfy the octet rule. The symbols of the problem atoms are:* Yes. ☐ No, it has the wrong number of valence electrons. The correct number is: ☐ No, it has the right number of valence electrons but doesn't satisfy the octet rule. The symbols of the problem atoms are:* | * If two or more atoms of the same element don't satisfy the octet rule, just enter the chemical symbol as many times as necessary. For example, if two oxygen atoms don't satisfy the octet rule, enter "0,0".arrow_forwardDraw the Lewis structure for the polyatomic trisulfide anion. Be sure to include all resonance structures that satisfy the octet rule. с [ ] - Garrow_forward1. Calculate the accurate monoisotopic mass (using all 1H, 12C, 14N, 160 and 35CI) for your product using the table in your lab manual. Don't include the Cl, since you should only have [M+H]*. Compare this to the value you see on the LC-MS printout. How much different are they? 2. There are four isotopic peaks for the [M+H]* ion at m/z 240, 241, 242 and 243. For one point of extra credit, explain what each of these is and why they are present. 3. There is a fragment ion at m/z 184. For one point of extra credit, identify this fragment and confirm by calculating the accurate monoisotopic mass. 4. The UV spectrum is also at the bottom of your printout. For one point of extra credit, look up the UV spectrum of bupropion on Google Images and compare to your spectrum. Do they match? Cite your source. 5. For most of you, there will be a second chromatographic peak whose m/z is 74 (to a round number). For one point of extra credit, see if you can identify this molecule as well and confirm by…arrow_forward
- Please draw, not just describe!arrow_forwardcan you draw each step on a piece of a paper please this is very confusing to mearrow_forward> Can the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? esc ? A O O •If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. • If your answer is no, check the box under the drawing area instead. olo 18 Ar Explanation Check BB Click and drag to start drawing a structure. 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center Accessibilityarrow_forward
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