EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Textbook Question
Chapter 15, Problem 23P
Give the IUPAC name for each compounds.
a. 
c. 
e. 
g. 
b. 
d. 
f. 
h. 
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Q1: Draw the most stable and the least stable Newman projections about the C2-C3 bond for
each of the following isomers (A-C). Are the barriers to rotation identical for enantiomers A and
B? How about the diastereomers (A versus C or B versus C)?
H Br
H Br
(S) CH3
(R) CH3
H3C (S)
H3C
H Br
Br
H
A
C
enantiomers
H Br
H Br
(R) CH3
H3C (R)
(S) CH3
H3C
H Br
Br H
B
D
identical
2. Histamine (below structure) is a signal molecule involved in immune response and is
a neurotransmitter. Histamine features imidazole ring which is an aromatic heterocycle.
Please answer the following questions regarding Histamine.
b
a
HN
=N
C
NH2
a. Determine hybridization of each N atom (s, p, sp, sp², sp³, etc.) in histamine
N-a hybridization:
N-b hybridization:
N-c hybridization:
b. Determine what atomic orbitals (s, p, sp, sp², sp³, etc.) of the lone pair of each N
atom resided in
N-a hybridization:
N-b hybridization:
N-c hybridization:
Chapter 15 Solutions
EBK ORGANIC CHEMISTRY
Ch. 15.2 - Prob. 1PCh. 15.2 - Problem 17.2 What orbitals are used to form the...Ch. 15.3 - Prob. 4PCh. 15.3 - Problem-17.5 What is the structure of propofol,...Ch. 15.6 - Prob. 7PCh. 15.8 - Prob. 8PCh. 15.8 - Prob. 11PCh. 15.8 - Prob. 12PCh. 15.8 - Problem 17.16 Rank the following compounds in...Ch. 15.8 - Problem 17.17 Draw the seven resonance structures...
Ch. 15 - 17.23 Name each compound and state how many lines...Ch. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - 17.27 Give the IUPAC name for each compounds.
a....Ch. 15 - 17.28 Draw a structure corresponding to each...Ch. 15 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - 17.38
How many electrons does C contain?
How...Ch. 15 - Prob. 36PCh. 15 - 17.40 Explain the observed rate of reactivity of...Ch. 15 - 17.41 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 39PCh. 15 - 17.43 Draw additional resonance structures for...Ch. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - 17.46 Which compound in each pair is the stronger...Ch. 15 - 17.47 Treatment of indene with forms its...Ch. 15 - Prob. 45PCh. 15 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 15 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - 17.53 How many signals does each compound...Ch. 15 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 15 - 17.55 Propose a structure consistent with each...Ch. 15 - 17.56 Propose a structure consistent with each...Ch. 15 - 17.57 Thymol (molecular formula ) is the major...Ch. 15 - 17.58 You have a sample of a compound of molecular...Ch. 15 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 15 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 15 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 15 - 17.62 Answer the following questions about...Ch. 15 - 17.63 Stanozolol is an anabolic steroid that...Ch. 15 - Prob. 61P
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