
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Textbook Question
Chapter 14.5, Problem 7P
Assign the chemical shifts
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--
14:33 A
Candidate Identification
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11. Compound A can transform into
compound B through an organic reaction.
From the structures below, mark the
correct one:
HO
A
تھے۔
די
HO
B
○ A) Compounds A and B are isomers.
B) Both have the same number of chiral
carbons.
C) Compound A underwent an addition
reaction of Cl2 and H2O to form
compound B.
D) Compound A underwent a
substitution reaction forming the
intermediate chlorohydrin to obtain
compound B.
E) Compound A underwent an addition
reaction of Cl2 forming the chloronium
ion and then added methanol to obtain
compound B.
60
--
14:40 A
Candidate Identification
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13. The compound 1-bromo-hex-2-ene
reacts with methanol to form two
products. About this reaction, mark the
correct statement:
OCH3
CH3OH
Br
OCH3 +
+ HBr
A
B
A) The two products formed will have
the same percentage of formation.
B) Product B will be formed by SN1
substitution reaction with the formation
of an allylic carbocation.
C) Product A will be formed by SN1
substitution reaction with the formation
of a more stable carbocation than
product B.
D) Product A will be formed by an SN2
substitution reaction occurring in two
stages, the first with slow kinetics and
the second with fast kinetics.
E) The two compounds were obtained
by addition reaction, with compound B
having the highest percentage of
formation.
57
--
☑
14:30 A
Candidate Identification
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10. Amoxicillin (figure X) is one of the
most widely used antibiotics in the
penicillin family. The discovery and
synthesis of these antibiotics in the 20th
century made the treatment of infections
that were previously fatal routine.
About amoxicillin, mark the correct one:
HO
NH2 H
S
-N.
HO
Figura X. Amoxicilina
A) It has the organic functions amide,
ester, phenol and amine.
B) It has four chiral carbons and 8
stereoisomers.
C) The substitution of the aromatic ring
is of the ortho-meta type.
D) If amoxicillin reacts with an alcohol it
can form an ester.
E) The structure has two tertiary
amides.
62
Chapter 14 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
Ch. 14.3 - Prob. 1PCh. 14.3 - Prob. 2PCh. 14.4 - The 1H NMR signal for bromoform (CHBr3) appears at...Ch. 14.5 - identify the most shielded and least shielded...Ch. 14.5 - (a) Assign the chemical shifts 1.6, 2.2, and 4.8...Ch. 14.5 - Assign the chemical shifts 1.1, 1.7, 2.0, and 2.3...Ch. 14.5 - Assign the chemical shifts 1.6, 4.0, 7.5, 8.2, and...Ch. 14.6 - The 300-MHz 1H NMR spectrum of 1,4-dimethylbenzene...Ch. 14.6 - Prob. 9PCh. 14.6 - How many signals would you expect to find in the...
Ch. 14.7 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.8 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.11 - Prob. 13PCh. 14.11 - Prob. 14PCh. 14.12 - Hydrogen bonding between the oxygen of dimethyl...Ch. 14.14 - Prob. 16PCh. 14.15 - The 13C NMR spectrum of 1-bromo-3-chloropropane...Ch. 14.15 - Consider carbons x, y, and z in p-methylanisole....Ch. 14.15 - Prob. 19PCh. 14.16 - To which of the compounds of Problem 14.16 does...Ch. 14.18 - DEPT spectra for a compound with the formula...Ch. 14.20 - Vibrational frequencies are sensitive to isotopic...Ch. 14.21 - Prob. 23PCh. 14.22 - Prob. 24PCh. 14.23 - Prob. 25PCh. 14.23 - Which one of the C5H8 isomers shown has its max at...Ch. 14.24 - Knowing what to look for with respect to isotopic...Ch. 14.24 - The base peak appears at m/z105 for one of the...Ch. 14.24 - Mass spectra of 1-bromo-4-propylbenzene and...Ch. 14.25 - Prob. 30PCh. 14 - Each of the following compounds is characterized...Ch. 14 - Deduce the structure of each of the following...Ch. 14 - From among the isomeric compounds of molecular...Ch. 14 - The H1NMR spectrum of fluorene has signals at 3.8...Ch. 14 - Prob. 35PCh. 14 - H1NMR spectra of four isomeric alcohols with...Ch. 14 - Prob. 37PCh. 14 - We noted in Section 14.13 that an NMR spectrum is...Ch. 14 - Identify each of the C4H10O isomers on the basis...Ch. 14 - A compound (C3H7ClO2) exhibited three peaks in its...Ch. 14 - Label nonequivalent carbons in the following...Ch. 14 - Compounds A and B are isomers of molecular formula...Ch. 14 - C13 NMR spectra for four isomeric alkyl bromides...Ch. 14 - Prob. 44PCh. 14 - Prob. 45PCh. 14 - Identify the C3H5Br isomers on the basis of the...Ch. 14 - Prob. 47PCh. 14 - A compound (C8H10O) has the IR and H1NMR spectra...Ch. 14 - Deduce the structure of a compound having the...Ch. 14 - Figure 14.53 presents IR, H1NMR, C13NMR and mass...Ch. 14 - H1NMR, C13NMR, IR, and mass spectra are shown for...Ch. 14 - 1H NMR and IR spectra for a compound with the...Ch. 14 - FriedelCraftsalkylation of benzene with...Ch. 14 - Prob. 54DSPCh. 14 - Prob. 55DSPCh. 14 - Prob. 56DSPCh. 14 - Prob. 57DSPCh. 14 - Prob. 58DSP
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