
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Question
Chapter 15.12, Problem 17P
Interpretation Introduction
Interpretation:
The compound that would be hydrogenated to prepare naproxen, is to be identified.
Concept Introduction:
Hydrogenation is addition of hydrogen across vicinal atoms.
For hydrogenation to take place, the bonds between the vicinal atoms must be unsaturated.
Ru-BINAP is used as a hydrogenation catalyst.
When chiral ligands are used, new chirality centers with a particular configuration can be produced.
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Record the amounts measured and
calculate the percent yield for Part 2
in the table below.
Dicyclopentadiene
measured in volume
Cyclopentadiene
measured in grams
0
Measured
Calculated
Mol
Yield
Mass (g) or Volume (mL)
Mass (g) or Volume (ml)
0.6
2.955
Part 2 Measurements and Results
Record the amounts measured and calculate the percent yield for Part 2 in the table below.
0.588
0.0044
2.868
0.0434
N/A
Table view List view
Measured
Calculated
Mol
$ Yield
Melting Point (C)
Mass (g) or Volume (ml)
Mass (g) or Volume (ml.)
Cyclopentadiene
0.1
0.08
0.001189
measured in volume
Maleic Anhydride
0.196
N/A
cis-norbornene-5,6-endo-
dicarboxylic anhydride
0.041
0.0002467
N/A
N/A
N/A
0.002
N/A
N/A
128
Draw the condensed structural formula and line-angle formula for each:
2,3-dimethylheptane
3-bromo-2-pentanol
3-isopropyl-2-hexene
4-chlorobutanoic acid
Record the IUPAC names for each of the structures shown below.
a)
b)
c)
OH
d)
OH
e)
Chapter 15 Solutions
Organic Chemistry - Standalone book
Ch. 15.1 - Each of the following organometallic reagents will...Ch. 15.3 - Write equations showing how you could prepare...Ch. 15.4 - Lithium diisopropylamide is often used as a strong...Ch. 15.5 - Write the structure of the organic product of each...Ch. 15.7 - Prob. 5PCh. 15.8 - Prob. 6PCh. 15.9 - Prob. 7PCh. 15.9 - Like nickel, iron reacts with carbon monoxide to...Ch. 15.9 - Prob. 9PCh. 15.9 - What is the oxidation state of manganese in the...
Ch. 15.9 - Prob. 11PCh. 15.10 - Prob. 12PCh. 15.10 - Prob. 13PCh. 15.11 - Give the structure including stereochemistry of...Ch. 15.11 - Prob. 15PCh. 15.12 - Homogeneous catalytic hydrogenation of the...Ch. 15.12 - Prob. 17PCh. 15.13 - What alkenes are formed from 2-pentene by olefin...Ch. 15.13 - The product of the following reaction was isolated...Ch. 15 - Suggest appropriate methods for preparing each of...Ch. 15 - Prob. 21PCh. 15 - Predict the principal organic product of each of...Ch. 15 - Prob. 23PCh. 15 - Predict the principal organic product of each of...Ch. 15 - Prob. 25PCh. 15 - A different stereoisomer of...Ch. 15 - Prob. 27PCh. 15 - Using phenyllithium and any necessary organic or...Ch. 15 - Prob. 29PCh. 15 - A number of drugs are prepared by reactions in...Ch. 15 - The following conversion was carried out in two...Ch. 15 - Outline syntheses of (a)...Ch. 15 - (S)-(+)-Ibuprofen can be prepared by...Ch. 15 - Like other hydroborations, the reaction of alkynes...Ch. 15 - The sex attractant of the female silkworm has been...Ch. 15 - Prob. 36PCh. 15 - (a) Exaltolide, a musk substance, has been...Ch. 15 - Prob. 38PCh. 15 - Prob. 39PCh. 15 - Cyclobutadiene and...Ch. 15 - Cyclobutadiene and (Cyclobutadiene)tricarbonyliron...Ch. 15 - Cyclobutadiene and...Ch. 15 - Cyclobutadiene and...Ch. 15 - Cyclobutadiene and...
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