Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 26, Problem 26.16P
Interpretation Introduction
Interpretation:
The amount of epoxy alcohol obtained from
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Draw a Lewis structure for each of the following molecules and assign
charges where appropriate. The order in which the atoms are connected
is given in parentheses.
a. CIFCIF
b. BrCNBrCN
0
c. SOCI2 × (CISCIO) SOC₁₂ (CISCI)
You can draw both an octet and a valence
shell expanded structure. Considering the following structural information, which
is the better one: The measured S-OS-O bond length in SOC12SOCl2 is 1.43 Å.
For comparison, that in SO2SO2 is 1.43 Å [Exercise 1-9, part (b)], that in
CHзSOHCH3 SOH
d. CH3NH2CH3NH2
(methanesulfenic acid) is 1.66 A.
e. CH3OCH3 CH3 OCH3
NH2
f. N2H2× (HNNH) N2 H2 (HNNH)
g. CH2COCH₂ CO
h. HN3× (HNNN) HN3 (HNNN)
i. N20 × (NNO) N2O (NNO)
bre
The reaction sequence shown in Scheme 5 demonstrates the synthesis of a
substituted benzene derivative Q.
wolsd works 2
NH2
NaNO2, HCI
(apexe) 13× (1
HNO3, H2SO4
C6H5CIN2
0°C
HOTE
CHINO₂
N
O
*O₂H (
PO
Q
Я
Scheme 5
2 bag abouoqmics to sounde odi WEIC
(i)
Draw the structure of intermediate O.
[2 marks]
to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa
(ii) Draw the mechanism for the transformation of aniline N to intermediate O.
Spoilage
(b)
[6 marks]
(iii) Identify the reagent X used to convert compound O to the iodinated compound
[tom E
P.
vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx
(iv) Identify the possible structures of compound Q.
[2 marks]
[2 marks]
[shom 2]
(v)
bus noires goiribbeolovo xnivollot adj to subora sidab
Draw the mechanism for the transformation of intermediate P to compound Q.
[5 marks]
vi
(vi) Account for the regiochemical outcome observed in the reaction forming
compound Q.
[3 marks]
PROBLEM 4 Solved
Show how 1-butanol can be converted into the following compounds:
a.
PROBLEM 5+
b.
d.
-C=
N
Chapter 26 Solutions
Organic Chemistry
Ch. 26.1 - Prob. 26.1PCh. 26.6 - Prob. AQCh. 26.6 - Prob. BQCh. 26.6 - Prob. CQCh. 26.6 - Prob. DQCh. 26.6 - Prob. FQCh. 26 - Prob. 26.2PCh. 26 - Identify the hydrophobic and hydrophilic region(s)...Ch. 26 - Prob. 26.4PCh. 26 - Prob. 26.5P
Ch. 26 - Prob. 26.6PCh. 26 - Prob. 26.7PCh. 26 - Prob. 26.8PCh. 26 - Prob. 26.9PCh. 26 - How many moles of H2 are used in the catalytic...Ch. 26 - Prob. 26.11PCh. 26 - Prob. 26.12PCh. 26 - Prob. 26.13PCh. 26 - Prob. 26.14PCh. 26 - Prob. 26.15PCh. 26 - Prob. 26.16PCh. 26 - Prob. 26.17PCh. 26 - Prob. 26.18PCh. 26 - Prob. 26.20PCh. 26 - Prob. 26.21PCh. 26 - Prob. 26.22PCh. 26 - Prob. 26.23PCh. 26 - Following is a structural formula for cortisol...Ch. 26 - Prob. 26.25PCh. 26 - Draw the structural formula of a lecithin...Ch. 26 - Prob. 26.27PCh. 26 - Prob. 26.28PCh. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Prob. 26.32PCh. 26 - Prob. 26.33P
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