Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter NW1, Problem 3E
Name each of the following structures.
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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed
a chemical structure shown below:
% Transmittance
4000
3500
3000
2500 2000
Wavenumber (cm-1)
1500
1000
(a) Explain why her proposed structure is inconsistent with the IR spectrum obtained
(b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure
and explain why it is more compatible with the obtained spectrum.
(C) what is the possible source for the fairly intense signal at
1621cm1
AE>AE₁ (Y/N)
AE=AE₁ (Y/N)
AE
Treatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and
gives compound A.
?
NH2
Br
Br
Propose a structural formula for compound A.
You do not have to explicitly draw H atoms.
You do not have to consider stereochemistry.
In cases where there is more than one answer, just draw one.
R3N
C14H19NO2
+ 2 R3NH*Br
A
Chapter NW1 Solutions
Organic Chemistry: A Guided Inquiry
Ch. NW1 - Prob. 1CTQCh. NW1 - (E) Write a correct name below each of the...Ch. NW1 - (E) What suffix do all the names in Model 1 have...Ch. NW1 - (E) What prefix stands for eight carbons?Ch. NW1 - Prob. 5CTQCh. NW1 - Prob. 6CTQCh. NW1 - Prob. 7CTQCh. NW1 - Prob. 8CTQCh. NW1 - Prob. 9CTQCh. NW1 - Use Model 1 to propose names for three-, four-,...
Ch. NW1 - Prob. 11CTQCh. NW1 - Prob. 12CTQCh. NW1 - Prob. 13CTQCh. NW1 - Name the following alkanes.Ch. NW1 - (Check your work.) Explain what is wrong with each...Ch. NW1 - Prob. 16CTQCh. NW1 - Draw the following alkanes a....Ch. NW1 - Prob. 18CTQCh. NW1 - Draw structures that correspond to the following...Ch. NW1 - For mono-substituted cycloalkanes the “1” is not...Ch. NW1 - Prob. 21CTQCh. NW1 - Prob. 22CTQCh. NW1 - Prob. 23CTQCh. NW1 - Prob. 24CTQCh. NW1 - Prob. 25CTQCh. NW1 - Write the name of the molecule on the left using...Ch. NW1 - Prob. 1ECh. NW1 - Prob. 2ECh. NW1 - Name each of the following structures.
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