GENERAL,ORGANIC,+BIOCHEMISTRY
10th Edition
ISBN: 9781260148954
Author: Denniston
Publisher: RENT MCG
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Question
Chapter 16, Problem 16.25QP
Interpretation Introduction
Interpretation:
On burning
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When N,N-dimethylaniline is treated with bromine both the ortho and para products
are observed. However when treated with a mixture of nitric acid and sulfuric acid only
the meta product is observed. Explain these results and support your answer with the
appropriate drawings *Hint amines are bases*
N
HNO3
H2SO4
N
NO2
N
Br2
N
Br
+
N
8-8-8
FeBr3
Br
Draw a mechanism that explains the formation of compound
OMe
SO3H
1. Fuming H2SO4
Consider the following two acid-base reactions:
OH
OHI
Based on what you know about the compounds and their acidity, which
direction would you expect both of these reactions to proceed? Show
your reasoning.
A pKa table has been provided in case you need it.
Functional group
Example
pka
CHA
-50
Alkane
-35
Amine
: NH3
Alkyne
RH
25
Water
HO-H
169
16
10
Protonated
amines
NH
10
5
Carboxylic
acids
OH
Hydrochloric
acid
HCI
A chemist intends to run the following reaction on the three substrates shown below:
H₂O
R-CI
product
room temp.
Cl
Cl
(1)
(2)
(3)
They find one will react quickly, one slowly, and one will not react at all. Which is which, and why?
HINT: What is the reaction they're trying to do? Does that mechanism tell you anything about why something would be favored?
Chapter 16 Solutions
GENERAL,ORGANIC,+BIOCHEMISTRY
Ch. 16.1 - Prob. 16.1QCh. 16.1 - Why is it important to learn the commonly used...Ch. 16.2 - What is the current recommendation for the amount...Ch. 16.2 - Prob. 16.4QCh. 16.3 - Prob. 16.5QCh. 16.3 - Prob. 16.6QCh. 16.4 - Prob. 16.1PPCh. 16.4 - Prob. 16.2PPCh. 16.4 - Prob. 16.3PPCh. 16.4 - Prob. 16.7Q
Ch. 16.4 - Prob. 16.8QCh. 16.4 - Prob. 16.9QCh. 16.4 - Prob. 16.10QCh. 16.5 - Prob. 16.4PPCh. 16.5 - Prob. 16.11QCh. 16.5 - Prob. 16.12QCh. 16.5 - Prob. 16.5PPCh. 16.7 - Prob. 16.13QCh. 16.7 - Prob. 16.14QCh. 16 - Prob. 16.15QPCh. 16 - Prob. 16.16QPCh. 16 - Prob. 16.19QPCh. 16 - Prob. 16.20QPCh. 16 - Prob. 16.21QPCh. 16 - Prob. 16.22QPCh. 16 - Prob. 16.23QPCh. 16 - Prob. 16.24QPCh. 16 - Prob. 16.25QPCh. 16 - Prob. 16.26QPCh. 16 - Prob. 16.27QPCh. 16 - Prob. 16.28QPCh. 16 - Prob. 16.29QPCh. 16 - Prob. 16.30QPCh. 16 - Prob. 16.31QPCh. 16 - Prob. 16.32QPCh. 16 - Prob. 16.33QPCh. 16 - Prob. 16.34QPCh. 16 - Prob. 16.35QPCh. 16 - Prob. 16.36QPCh. 16 - Prob. 16.37QPCh. 16 - Prob. 16.38QPCh. 16 - Prob. 16.39QPCh. 16 - Prob. 16.40QPCh. 16 - Prob. 16.41QPCh. 16 - Prob. 16.42QPCh. 16 - Prob. 16.43QPCh. 16 - Prob. 16.44QPCh. 16 - Prob. 16.45QPCh. 16 - Prob. 16.46QPCh. 16 - Prob. 16.47QPCh. 16 - Prob. 16.48QPCh. 16 - Prob. 16.49QPCh. 16 - Prob. 16.50QPCh. 16 - Prob. 16.51QPCh. 16 - Prob. 16.52QPCh. 16 - Prob. 16.53QPCh. 16 - Prob. 16.54QPCh. 16 - Prob. 16.55QPCh. 16 - Prob. 16.56QPCh. 16 - Prob. 16.57QPCh. 16 - Prob. 16.58QPCh. 16 - Prob. 16.59QPCh. 16 - Prob. 16.60QPCh. 16 - Prob. 16.61QPCh. 16 - Prob. 16.62QPCh. 16 - Prob. 16.63QPCh. 16 - Prob. 16.64QPCh. 16 - Prob. 16.65QPCh. 16 - Prob. 16.66QPCh. 16 - Prob. 16.67QPCh. 16 - Prob. 16.68QPCh. 16 - Prob. 16.69QPCh. 16 - Prob. 16.70QPCh. 16 - Prob. 16.71QPCh. 16 - Prob. 16.72QPCh. 16 - Prob. 16.73QPCh. 16 - Prob. 16.74QPCh. 16 - Prob. 16.75QPCh. 16 - Prob. 16.76QPCh. 16 - Prob. 16.77QPCh. 16 - Prob. 16.78QPCh. 16 - Prob. 16.79QPCh. 16 - Prob. 16.80QPCh. 16 - Prob. 16.81QPCh. 16 - Prob. 16.82QPCh. 16 - Prob. 16.83QPCh. 16 - Prob. 16.84QPCh. 16 - Prob. 16.85QPCh. 16 - Prob. 16.86QPCh. 16 - Prob. 16.87QPCh. 16 - Prob. 16.88QPCh. 16 - Prob. 16.89QPCh. 16 - Prob. 16.90QPCh. 16 - Prob. 16.91QPCh. 16 - Prob. 16.92QPCh. 16 - Prob. 16.93QPCh. 16 - How does the structure of amylose differ from that...Ch. 16 - Prob. 16.95QPCh. 16 - Prob. 16.96QPCh. 16 - Prob. 16.97QPCh. 16 - Prob. 16.98QPCh. 16 - Prob. 1MCPCh. 16 - Prob. 2MCPCh. 16 - Prob. 4MCPCh. 16 - Prob. 5MCPCh. 16 - Prob. 6MCPCh. 16 - Prob. 7MCPCh. 16 - Prob. 8MCPCh. 16 - Prob. 9MCP
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