ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
12th Edition
ISBN: 9781119664635
Author: Solomons
Publisher: WILEY
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Textbook Question
Chapter 11, Problem 25P
Give an IUPAC substitutive name for each of the following alcohols:
(a)
(b)
(c)
(d)
(e)
(f)
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Phenylethanol can be oxidised to phenylethanal or phenylethanoic acid, depending
on the reagents used (both the alcohol and the aldehyde are of interest for their
antimicrobial properties, while the acid is used to treat type II hyperammonemia):
A
(a)
(b)
(c)
CoH,CH,CHO
phenylethanal
B
C6H5CH₂CH₂OHC₂H₂CH₂CO₂H
phenylethanol
Suggest reagents (shown as A and B in the scheme above) that could be
used to carry out the oxidation of the alcohol to the aldehyde and the acid,
respectively.
C6H5CH₂-
Suggest two other syntheses of phenylethanoic acid, in each case indicating
the starting materials and other reagents required, but not giving details of
mechanism. One of your proposed syntheses must start with a compound
which only contains seven carbon atoms (the acid product contains eight
carbon atoms).
phenylethanoic acid
Phenylethanal can be converted to a hydrate in the presence of aqueous
acid, though the position of equilibrium is very far to the left:
H
H+/H₂O
OH
C6H5CH₂-C-H
OH
Explain why…
Write the IUPAC name of each compound.
(a)
(b)
(c)
-Br
Give the IUPAC name for each compound (a)-(e)
Chapter 11 Solutions
ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
Ch. 11 - Prob. 1PPCh. 11 - Practice Problem 11.2 Give bond-line formulas and...Ch. 11 - Prob. 3PPCh. 11 - Prob. 4PPCh. 11 - Prob. 5PPCh. 11 - Prob. 6PPCh. 11 - Prob. 7PPCh. 11 - Practice Problem 11.8 Show how you would prepare...Ch. 11 - Prob. 9PPCh. 11 - Prob. 10PP
Ch. 11 - Practice Problem 11.11
An exception to what is...Ch. 11 - Prob. 12PPCh. 11 - Prob. 13PPCh. 11 - Prob. 14PPCh. 11 - Prob. 15PPCh. 11 - Prob. 16PPCh. 11 - Prob. 17PPCh. 11 - Prob. 18PPCh. 11 - Practice Problem 11.19
Propose structures for each...Ch. 11 - Prob. 20PPCh. 11 - Prob. 21PPCh. 11 - Prob. 22PPCh. 11 - Prob. 23PPCh. 11 - Prob. 24PPCh. 11 - Give an IUPAC substitutive name for each of the...Ch. 11 - Prob. 26PCh. 11 - Prob. 27PCh. 11 - Prob. 28PCh. 11 - Prob. 29PCh. 11 - 11.30. Show how you might prepare 2-bromobutane...Ch. 11 - Prob. 31PCh. 11 - Prob. 32PCh. 11 - Prob. 33PCh. 11 - Considering A-L to represent the major products...Ch. 11 - Write structures for the products that would be...Ch. 11 - Prob. 36PCh. 11 - Provide the reagents necessary for the following...Ch. 11 - 11.38. Predict the major product from each of the...Ch. 11 - Predict the products from each of the following...Ch. 11 - Provide the reagents necessary to accomplish the...Ch. 11 - 11.41. Provide reagents that would accomplish the...Ch. 11 - Prob. 42PCh. 11 - 11.43. A synthesis of the -receptor blocker called...Ch. 11 - Prob. 44PCh. 11 - Prob. 45PCh. 11 - 11.46. For each of the following, write a...Ch. 11 - 11.47. Vicinal halo alcohols (halohydrins) can be...Ch. 11 - Prob. 48PCh. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - Prob. 52PCh. 11 - Outlined below is a synthesis of the gypsy moth...Ch. 11 - Prob. 54PCh. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - 11.57. When the 3-bromo-2-butanol with the...Ch. 11 - 11.58. Reaction of an alcohol with thionyl...Ch. 11 - Prob. 59PCh. 11 - Prob. 60PCh. 11 - Prob. 1LGPCh. 11 - Prob. 2LGPCh. 11 - Synthesize the compound shown below from...
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