Principles Of Chemistry: A Molecular Approach, Loose-leaf Edition (4th Edition)
4th Edition
ISBN: 9780134989099
Author: Nivaldo J. Tro
Publisher: PEARSON
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Question
Chapter 5, Problem 109E
Interpretation Introduction
To determine: The rate of flow of ammonia.
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1. The following conversion includes chemistry we have covered very recently, some
chemistry from last term, and chemistry from the first chapter of this unit. Provide curly
arrows and an explanation for this mechanism. Use the reagents in the order given. You
do not need any other reagents.
1. NaOEt
OEt
2.
COOEt
COOEt
Step 1
Step 2
Step 3
COOEt
COOEt
COOH
Step 6
OH
Step 4
Step 7
(racemic)
cyclizes under
conditions (8)
OTS
Step 5
Step 8
ОН
OH
(racemic)
Frontalin
(racemic)
Shown above are the steps in one of the several published syntheses of Frontalin, a pheromone of the western pine beetle. From the choices provided, show
the reagents and conditions by which step 3 of this synthesis might be accomplished.
List the reagent(s) in order that will accomplish this transformation. No more than 4 steps are required. List your answer as a single letter (single-step
transformation) or a series of letters (multi-step transformation) with no commas separating them.
For example, "ab" corresponds to:
1. Eto Na+
2. NaOH, H₂O
NOTE: The order in which you list your letters matters!
Reagents:
a. Eto Na*
g. NaCN
b. NaOH, H₂O
h. SOCI₂
c. H3O+, heat
i. (CH3)2CuLi, ether, -78°C
d. LiAlH4
j. H₂O
e. p-TsCI, pyridine
k. RCO3H
f.
Br
I. H3O+
1,024
K
←
nationa
Login - Paymentivet
MapQue
Draw the major product of this reaction. Ignore inorganic
byproducts and the carboxylic acid side product.
N
1. excess LiAlH4
2. H₂O
✓
W
a
Chapter 5 Solutions
Principles Of Chemistry: A Molecular Approach, Loose-leaf Edition (4th Edition)
Ch. 5 - Prob. 1SAQCh. 5 - Prob. 2SAQCh. 5 - Prob. 3SAQCh. 5 - Prob. 4SAQCh. 5 - Prob. 5SAQCh. 5 - Prob. 6SAQCh. 5 - Prob. 7SAQCh. 5 - Prob. 8SAQCh. 5 - Q9. A gas sample at STP contains 1.15 g oxygen and...Ch. 5 - Prob. 10SAQ
Ch. 5 - Prob. 11SAQCh. 5 - Prob. 12SAQCh. 5 - Prob. 13SAQCh. 5 - Prob. 14SAQCh. 5 - Prob. 15SAQCh. 5 - Prob. 1ECh. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Prob. 5ECh. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Prob. 9ECh. 5 - Prob. 10ECh. 5 - Prob. 11ECh. 5 - Prob. 12ECh. 5 - Prob. 13ECh. 5 - Prob. 14ECh. 5 - Prob. 15ECh. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18ECh. 5 - Prob. 19ECh. 5 - Prob. 20ECh. 5 - Prob. 21ECh. 5 - Prob. 22ECh. 5 - Prob. 23ECh. 5 - Prob. 24ECh. 5 - Prob. 25ECh. 5 - Prob. 26ECh. 5 - Prob. 27ECh. 5 - Prob. 28ECh. 5 - 29. Given a barometric pressure of 762.4 mmHg,...Ch. 5 - Prob. 30ECh. 5 - Prob. 31ECh. 5 - Prob. 32ECh. 5 - Prob. 33ECh. 5 - Prob. 34ECh. 5 - Prob. 35ECh. 5 - Prob. 36ECh. 5 - Prob. 37ECh. 5 - Prob. 38ECh. 5 - Prob. 39ECh. 5 - Prob. 40ECh. 5 - Prob. 41ECh. 5 - Prob. 42ECh. 5 - Prob. 43ECh. 5 - Prob. 44ECh. 5 - Prob. 45ECh. 5 - Prob. 46ECh. 5 - Prob. 47ECh. 5 - Prob. 48ECh. 5 - Prob. 49ECh. 5 - Prob. 50ECh. 5 - Prob. 51ECh. 5 - Prob. 52ECh. 5 - Prob. 53ECh. 5 - Prob. 54ECh. 5 - Prob. 55ECh. 5 - Prob. 56ECh. 5 - Prob. 57ECh. 5 - Prob. 58ECh. 5 - Prob. 59ECh. 5 - Prob. 60ECh. 5 - Prob. 61ECh. 5 - Prob. 62ECh. 5 - Prob. 63ECh. 5 - 64. A 275-mL flask contains pure helium at a...Ch. 5 - Prob. 65ECh. 5 - Prob. 66ECh. 5 - Prob. 67ECh. 5 - Prob. 68ECh. 5 - Prob. 69ECh. 5 - Prob. 70ECh. 5 - Prob. 71ECh. 5 - Prob. 72ECh. 5 - Prob. 73ECh. 5 - Prob. 74ECh. 5 - Prob. 75ECh. 5 - Prob. 76ECh. 5 - Prob. 77ECh. 5 - 78. Ozone is depleted in the stratosphere by...Ch. 5 - Prob. 79ECh. 5 - Prob. 80ECh. 5 - Prob. 81ECh. 5 - Prob. 82ECh. 5 - Prob. 83ECh. 5 - Prob. 84ECh. 5 - Prob. 85ECh. 5 - Prob. 86ECh. 5 - Prob. 87ECh. 5 - Prob. 88ECh. 5 - Prob. 89ECh. 5 - Prob. 90ECh. 5 - Prob. 91ECh. 5 - Prob. 92ECh. 5 - Prob. 93ECh. 5 - Prob. 94ECh. 5 - 95. Modern pennies are composed of zinc coated...Ch. 5 - Prob. 96ECh. 5 - Prob. 97ECh. 5 - Prob. 98ECh. 5 - Prob. 99ECh. 5 - Prob. 100ECh. 5 - Prob. 101ECh. 5 - Prob. 102ECh. 5 - Prob. 103ECh. 5 - Prob. 104ECh. 5 - Prob. 105ECh. 5 - Prob. 106ECh. 5 - Prob. 107ECh. 5 - Prob. 108ECh. 5 - Prob. 109ECh. 5 - Prob. 110ECh. 5 - Prob. 111ECh. 5 - Prob. 112ECh. 5 - Prob. 113ECh. 5 - Prob. 114ECh. 5 - Prob. 115ECh. 5 - Prob. 116ECh. 5 - Prob. 117ECh. 5 - Prob. 118ECh. 5 - Prob. 119ECh. 5 - Prob. 120ECh. 5 - Prob. 121ECh. 5 - Prob. 122ECh. 5 - Prob. 123ECh. 5 - Prob. 124ECh. 5 - Prob. 125ECh. 5 - Prob. 126ECh. 5 - Prob. 127ECh. 5 - Prob. 128ECh. 5 - Prob. 129ECh. 5 - Prob. 130ECh. 5 - Prob. 131ECh. 5 - Prob. 132ECh. 5 - Prob. 133ECh. 5 - Prob. 134ECh. 5 - Prob. 135ECh. 5 - Prob. 136ECh. 5 - Prob. 137ECh. 5 - Prob. 138ECh. 5 - Prob. 139ECh. 5 - Prob. 140ECh. 5 - Prob. 141ECh. 5 - Prob. 142ECh. 5 - Prob. 143ECh. 5 - Prob. 144ECh. 5 - Prob. 145ECh. 5 - Prob. 146ECh. 5 - Prob. 147ECh. 5 - Prob. 148QGWCh. 5 - Prob. 149QGWCh. 5 - Prob. 150QGWCh. 5 - Prob. 151QGWCh. 5 - Prob. 152QGWCh. 5 - 153. Air contains about 78.08% nitrogen gas,...
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