
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Question
Chapter 3, Problem 3.46P
Interpretation Introduction
Interpretation: The compound which has a higher boiling point and the one which is more water soluble is to be predicted. The given fact is to be explained on the basis of relative solubility of cocaine and cocaine hydrochloride salt.
Concept introduction: The boiling point of chemical compounds depends upon the type of forces operating in the molecule and solubility is governed by the presence of polar groups and hydrogen bonding in the molecule.
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Instructions: Complete the questions in the space provided. Show all your work
1. You are trying to determine the rate law expression for a reaction that you are completing at 25°C. You measure
the initial reaction rate and the starting concentrations of the reactions for 4 trials.
BrO³¯ (aq) + 5Br¯ (aq) + 6H* (aq) → 3Br₂ (l) + 3H2O (l)
Initial rate
Trial
[BrO3]
[H*]
[Br]
(mol/L)
(mol/L) | (mol/L)
(mol/L.s)
1
0.10
0.10
0.10
8.0
2
0.20
0.10
0.10
16
3
0.10
0.20
0.10
16
4
0.10
0.10
0.20
32
a.
Based on the above data what is the rate law expression?
b. Solve for the value of k (make sure to include proper units)
2. The proposed reaction mechanism is as follows:
i.
ii.
BrО¸¯ (aq) + H+ (aq) → HBrO3 (aq)
HBrO³ (aq) + H* (aq) → H₂BrO3* (aq)
iii.
H₂BrO³* (aq) + Br¯ (aq) → Br₂O₂ (aq) + H2O (l)
[Fast]
[Medium]
[Slow]
iv.
Br₂O₂ (aq) + 4H*(aq) + 4Br(aq) → 3Br₂ (l) + H2O (l)
[Fast]
Evaluate the validity of this proposed reaction. Justify your answer.
е.
Д
CH3
D*, D20
C.
NaOMe,
Br
Br
Chapter 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 3.1PCh. 3 - Prob. 3.2PCh. 3 - Draw the structure of a compound fitting each...Ch. 3 - Draw structures that fit each description and name...Ch. 3 - What types of intermolecular forces are present in...Ch. 3 - Prob. 3.6PCh. 3 - Explain why the boiling point of propanamide, is...Ch. 3 - Predict which compound in each pair has the higher...Ch. 3 - Prob. 3.9PCh. 3 - Prob. 3.10P
Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.12PCh. 3 - Prob. 3.13PCh. 3 - Prob. 3.14PCh. 3 - Prob. 3.15PCh. 3 - Nonactin and valinomycin each contain only two...Ch. 3 - Prob. 3.17PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - The fact that sweet-tasting carbohydrates like...Ch. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 3.22PCh. 3 - 3.32 Identify the functional groups in each...Ch. 3 - Draw the seven constitutional isomers having...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.27PCh. 3 - Prob. 3.28PCh. 3 - Prob. 3.29PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - Prob. 3.32PCh. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.34PCh. 3 - Prob. 3.35PCh. 3 - Explain the observed trend in the melting points...Ch. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Prob. 3.39PCh. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.41PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.43PCh. 3 - Prob. 3.44PCh. 3 - THC is the active component in marijuana, and...Ch. 3 - Prob. 3.46PCh. 3 - Prob. 3.47PCh. 3 - Prob. 3.48PCh. 3 - Label the electrophilic and nucleophilic sites in...Ch. 3 - By using only electron density arguments,...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - Prob. 3.53PCh. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - Recall from section 1.10B that there is restricted...
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