
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 2, Problem 2.60P
Interpretation Introduction
(a)
Interpretation: The most acidic hydrogen in the given drug is to be labeled with an explanation.
Concept introduction: Valproic acid is a synthetic crystalline compound with anticonvulsant properties.
Interpretation Introduction
(b)
Interpretation: The most acidic hydrogen in the given drug is to be labeled with an explanation.
Concept introduction: Paroxetine is a type of drug which enhances the serotonin activity. It is used to treat depression.
Interpretation Introduction
(c)
Interpretation: The most acidic hydrogen in the given drug is to be labeled with an explanation.
Concept introduction: Metoprolol is a type of beta blocker drug. It is used to treat hypertension and angina.
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Indicate the processes in the dismutation of Cu2O.
1. Consider these three reactions as the elementary steps in the mechanism for a chemical reaction.
2600
2400
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1400
1200
1000
800
Potential Energy (kJ)
600
400
200
0
-200-
-400
-600-
-800
(i) Cl₂ (g) + Pt(s) → 2Cl (g) + Pt(s)
(ii) Cl (g)+ CO (g) + Pt (s) → CICO (g) + Pt (s)
Ea = 1550 kJ
Ea = 2240 kJ
(iii) Cl (g) + CICO (g) → Cl₂CO (g)
Ea
= 2350 kJ
AH=-950 kJ
ΔΗ = 575 ΚΙ
AH=-825 kJ
a. Draw the potential energy diagram for the reaction. Label the data points for clarity.
The potential energy of the reactants is 600 kJ
Reaction Progress
b. What is the overall chemical equation?
c. What is the overall change in enthalpy for the above chemical reaction?
d. What is the overall amount of activation energy for the above chemical reaction?
e. Which reaction intermediate would be considered a catalyst (if any) and why?
f. If you were to add 2700kJ of energy to the reaction (e.g. 2700 kl of heat or electricity), would
you be able to make the reaction reverse itself (i.e. have…
draw the enolate anion and the carbonyl that would be needed to make this product through an aldol addition reaction.
Chapter 2 Solutions
Organic Chemistry-Package(Custom)
Ch. 2 - a. Which compounds are Bronsted-Lowry acids:...Ch. 2 - a. Draw the conjugate acid of each base:...Ch. 2 - Label the acid and base, and the conjugate acid...Ch. 2 - Draw the products of each proton transfer...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Which compound in each pair is the stronger acid?...Ch. 2 - Use a calculator when necessary to answer the...Ch. 2 - Rank the conjugate bases of each of group of acids...Ch. 2 - Problem-2.10 Considers two acids: (formic acid,)...Ch. 2 - Estimate the pKa of each of the indicated bonds.
Ch. 2 - Draw the products of each reaction and determine...Ch. 2 - Prob. 2.12PCh. 2 - Without reference to a pKa table, decide which...Ch. 2 - which compound in each pair of isomers is the...Ch. 2 - Prob. 2.15PCh. 2 - Which hydrogen in pseudoephedrine, the nasal...Ch. 2 - whichcompound in each pair is the stronger acid? a...Ch. 2 - Glycolic acid, HOCH2CO2H, is the simplest member...Ch. 2 - Explain the apparent paradox. HBr is a stronger...Ch. 2 - The CH bond in acetone, (CH3)2C=O, has a pKa of...Ch. 2 - Acetonitrile (CH3CN) has a pKa of 25, making it...Ch. 2 - For each pair of compounds: [1] Which indicated H...Ch. 2 - Rank the compounds in each group in order of...Ch. 2 - Which proton in each of the following drugs is...Ch. 2 - Prob. 2.25PCh. 2 - Problem 2.29
Compounds like amphetamine that...Ch. 2 - Problem 2.30 Which species are Lewis bases?
a. b....Ch. 2 - Which species are Lewis acids?
a. b. c. d.
Ch. 2 - For each reaction, label the Lewis acid and base....Ch. 2 - Prob. 2.30PCh. 2 - Prob. 2.31PCh. 2 - Prob. 2.32PCh. 2 - 2.36 Propranolol is an antihypertensive agent—that...Ch. 2 - 2.37 Amphetamine is a powerful stimulant of the...Ch. 2 - Prob. 2.35PCh. 2 - Prob. 2.36PCh. 2 - a Draw the conjugate acid of ethylene, CH2 = CH2....Ch. 2 - 2.40 Draw the products formed from the acid-base...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Prob. 2.40PCh. 2 - Draw the product of acid-base reaction. a. c. b....Ch. 2 - Prob. 2.42PCh. 2 - Prob. 2.43PCh. 2 - What is Ka for each compound? Use a calculator...Ch. 2 - What is the pKa for each compound? a. b. c.Ch. 2 - Which of the following bases are strong enough to...Ch. 2 - Which compounds can be deprotonated by OH, so that...Ch. 2 - Draw the product of each reaction. Use the pKa...Ch. 2 - Rank the following compounds in order of...Ch. 2 - Rank the following ions in order of increasing...Ch. 2 - Prob. 2.51PCh. 2 - Prob. 2.52PCh. 2 - The pKa of three CH bonds is given below. a. For...Ch. 2 - a. What is the conjugate acid of A? b. What is the...Ch. 2 - 2.56 Draw the structure of a constitutional isomer...Ch. 2 - 2.57 Many drugs are Bronsted-Lowry acids or...Ch. 2 - Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH)...Ch. 2 - Prob. 2.58PCh. 2 - Ethyl butanoate, CH3CH2CH2CO2CH2CH3, is one of the...Ch. 2 - Prob. 2.60PCh. 2 - 2.61 Label the three most acidic hydrogen atoms in...Ch. 2 - Prob. 2.62PCh. 2 - 2.64 Classify each species as a Lewis acid, a...Ch. 2 - Prob. 2.64PCh. 2 - Draw the products of each Lewis acid-base...Ch. 2 - Prob. 2.66PCh. 2 - Prob. 2.67PCh. 2 - 2.70 Hydroxide can react as a Brønsted-Lowry base...Ch. 2 - 2.71 Answer the following questions about esmolol,...Ch. 2 - Prob. 2.70PCh. 2 - 2.72 DBU, is a base we will encounter in...Ch. 2 - 2.73 Molecules like acetamide can be protonated...Ch. 2 - Two pKa values are reported for malonic acid, a...Ch. 2 - Prob. 2.74PCh. 2 - 2.76 Write a stepwise reaction sequence using...Ch. 2 - Prob. 2.76PCh. 2 - 2.78 Which compound, M or N, is the stronger acid?...
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