EBK GENERAL CHEMISTRY
11th Edition
ISBN: 9780133400588
Author: Bissonnette
Publisher: VST
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Textbook Question
Chapter 27, Problem 43E
Reactions of
(a) Write the initiation, propagation, and termination steps involved in the monofluorination of 2, 3-dimethylbutane to give 1-fluoro-2, 3-dimethylbutane. (b) Explain why ¡n the monofluorination of 2, 3-dimethylbutane the major product is 1-fluoro-23-dimethylbutane, not 2-fluoro-2, 3-dimethylbutane.
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For each alkane, which mono brominated derivatives could you form in good yield by free-radical bromination?(a) cyclopentane (b) methylcyclopentane(c) 2-methylpentane (d) 2,2,3,3-tetramethylbutane
(a) In an acid-catalyzed hydration, one of the following 10 carbon alkynes is expected to produce a single
hydration product? Select the correct alkyne and draw the structure of the hydration product that is formed from
this alkyne.
(I) 2-decyne; (II) 3-decyne; (III) 4-decyne; (IV) 5-decyne; (V) none of these will give a single hydration
product.
(b) The reaction shown below gives Compound X as the major product. The mass spectrum of X is shown.
Br2, H20
Compound X
100 -
MS-IW-5644
80
60
40 -
20 -
20
40
60
80
100
120
140
160
180
200
220
m/z
Considering the reactions of alkynes and the MS data, de duce which of following structures corresponds to X:
Br
Br
HO,
IV
V
I
II
II
Support your answer with a reaction mechanism for fomation of X and identification of relevant peaks in the
mass spectrum.
12
Relative Intensity
5. Consider the synthesis of 2-butanone from butyne:
Hg2+
CH3CH,-C=C–H
CH3CH, Ĉ
-CH3
H3o*
(i) Draw the structure of the compound D.
(ii) Compound D isomerizes to form 2-butanone. What is this isomeric process called?
(iii) Use the mechanism to show the conversion of compound D to 2-butanone.
Chapter 27 Solutions
EBK GENERAL CHEMISTRY
Ch. 27 - Describe what is meant by each of the following...Ch. 27 - Prob. 2ECh. 27 - Prob. 3ECh. 27 - Prob. 4ECh. 27 - Prob. 5ECh. 27 - Prob. 6ECh. 27 - Prob. 7ECh. 27 - Prob. 8ECh. 27 - Answer the following questions for this SN2...Ch. 27 - Answer the following questions for this SN1...
Ch. 27 - Substitution and Elimination Reactions Answer the...Ch. 27 - Prob. 12ECh. 27 - Prob. 13ECh. 27 - Prob. 14ECh. 27 - Prob. 15ECh. 27 - Substitution and Elimination Reactions Molecule...Ch. 27 - Prob. 17ECh. 27 - Prob. 18ECh. 27 - Prob. 19ECh. 27 - Prob. 20ECh. 27 - Prob. 21ECh. 27 - Prob. 22ECh. 27 - Prob. 23ECh. 27 - Substitution and Elimination Reactions (R) — 2 —...Ch. 27 - Prob. 25ECh. 27 - Prob. 26ECh. 27 - Prob. 27ECh. 27 - Prob. 28ECh. 27 - Prob. 29ECh. 27 - Alcohols and Alkenes Predict the product(s) of the...Ch. 27 - Prob. 31ECh. 27 - Alcohols and Alkenes Give the structure of the...Ch. 27 - Alcohols and Alkenes Give the major product that...Ch. 27 - Prob. 34ECh. 27 - Prob. 35ECh. 27 - Prob. 36ECh. 27 - Prob. 37ECh. 27 - Prob. 38ECh. 27 - Prob. 39ECh. 27 - Prob. 40ECh. 27 - Prob. 41ECh. 27 - Prob. 42ECh. 27 - Reactions of Alkanes (a) Write the initiation,...Ch. 27 - Reactions of Alkanes Write the initiation,...Ch. 27 - Prob. 45ECh. 27 - Polymerization Reactions Explain why Dacron is...Ch. 27 - Prob. 47ECh. 27 - Prob. 48ECh. 27 - Prob. 49ECh. 27 - Prob. 50ECh. 27 - Prob. 51ECh. 27 - Prob. 52ECh. 27 - Prob. 53ECh. 27 - Prob. 54ECh. 27 - Prob. 55IAECh. 27 - Prob. 56IAECh. 27 - Prob. 57IAECh. 27 - Prob. 58IAECh. 27 - Prob. 59IAECh. 27 - Prob. 60IAECh. 27 - Prob. 61IAECh. 27 - Prob. 62IAECh. 27 - Prob. 63IAECh. 27 - Prob. 64IAECh. 27 - Prob. 65IAECh. 27 - Prob. 66IAECh. 27 - Prob. 67IAECh. 27 - Prob. 68IAECh. 27 - Prob. 69IAECh. 27 - Prob. 70IAECh. 27 - Prob. 71IAECh. 27 - Prob. 72IAECh. 27 - Prob. 73IAECh. 27 - Prob. 74IAECh. 27 - Prob. 75IAECh. 27 - Prob. 76IAECh. 27 - Prob. 77IAECh. 27 - The reduction of aldehydes and ketones with a...Ch. 27 - Explain the important distinctions between each...Ch. 27 - Prob. 80SAECh. 27 - Prob. 81SAECh. 27 - Prob. 82SAECh. 27 - Prob. 83SAECh. 27 - Prob. 84SAECh. 27 - What is the major organic product obtained in the...Ch. 27 - Prob. 86SAE
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