Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
8th Edition
ISBN: 9780135213759
Author: John McMurry, David Ballantine
Publisher: PEARSON+
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Textbook Question
Chapter 14, Problem 14.46AP
The following
(a) 
(b) 
(c) 2-Phenyl-2-hexene
(d) 
(e) 1,4-Pentadiene
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2-butanol can be formed as the only product of the Markovnikov addition of H2O to two different alkenes. In contrast, 2-pentanol can be formed as the only
product of the Markovnikov addition of H2O to just one alkene. To examine the difference, draw the alkene starting materials of each alcohol.
:
Draw the bond-line (skeletal) structures of the two alkene starting materials that can be used to synthesize 2-butanol via Markovnikov hydration.
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2-butanol can be formed as the only product of the Markovnikov addition of H2O to two different alkenes. In contrast, 2-nonanol can be formed as the only
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Draw the bond-line (skeletal) structures of the two alkene starting materials that can be used to synthesize 2-butanol via Markovnikov hydration.
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Draw the bond-line (skeletal) structure of the alkene starting material that can be used to synthesize 2-nonanol selectively via Markovnikov hydration.
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Chapter 14 Solutions
Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
Ch. 14.1 - Identify each of the following compounds as an...Ch. 14.1 - Prob. 14.2PCh. 14.2 - Prob. 14.3PCh. 14.2 - Prob. 14.4PCh. 14.2 - Prob. 14.5PCh. 14.3 - Prob. 14.6PCh. 14.3 - For each of the following molecules, (i) redraw...Ch. 14.4 - Prob. 14.1MRPCh. 14.4 - Provide the mechanism for the dehydration of...Ch. 14.4 - Prob. 14.3MRP
Ch. 14.4 - Prob. 14.8PCh. 14.4 - What alcohols yield the following alkenes as the...Ch. 14.4 - Prob. 14.10KCPCh. 14.4 - What products would you expect from oxidation of...Ch. 14.4 - Prob. 14.12PCh. 14.4 - Prob. 14.13KCPCh. 14.5 - Prob. 14.14PCh. 14.5 - Prob. 14.15PCh. 14.7 - Prob. 14.1CIAPCh. 14.7 - Prob. 14.2CIAPCh. 14.7 - Prob. 14.3CIAPCh. 14.7 - Prob. 14.16PCh. 14.8 - What disulfides would you obtain from oxidation of...Ch. 14.9 - Prob. 14.18PCh. 14.10 - Prob. 14.19PCh. 14.10 - Prob. 14.20PCh. 14.10 - Prob. 14.4CIAPCh. 14.10 - Prob. 14.5CIAPCh. 14.10 - Prob. 14.6CIAPCh. 14.10 - Prob. 14.7CIAPCh. 14 - Prob. 14.21UKCCh. 14 - Prob. 14.22UKCCh. 14 - Prob. 14.23UKCCh. 14 - Prob. 14.24UKCCh. 14 - Prob. 14.25UKCCh. 14 - How do alcohols, ethers, and phenols differ...Ch. 14 - What is the structural difference between primary,...Ch. 14 - Prob. 14.28APCh. 14 - Prob. 14.29APCh. 14 - The Taxane nucleus is shown here; it is the basis...Ch. 14 - Vitamin E has the structure shown. Identify the...Ch. 14 - Give systematic names for the following alcohols:...Ch. 14 - Give systematic names for the following compound...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Prob. 14.36APCh. 14 - Locate the alcohol functional groups in the taxane...Ch. 14 - Prob. 14.38APCh. 14 - Prob. 14.39APCh. 14 - Prob. 14.40APCh. 14 - Prob. 14.41APCh. 14 - Prob. 14.42APCh. 14 - Prob. 14.43APCh. 14 - Assume that you have samples of the following two...Ch. 14 - Which of the following alcohols can undergo...Ch. 14 - The following alkenes can be prepared by...Ch. 14 - Prob. 14.47APCh. 14 - Prob. 14.48APCh. 14 - What alcohols would you oxidize to obtain the...Ch. 14 - Prob. 14.50APCh. 14 - What is the structural relationship between a...Ch. 14 - Prob. 14.52APCh. 14 - Prob. 14.53APCh. 14 - Prob. 14.54APCh. 14 - Prob. 14.55APCh. 14 - Prob. 14.56APCh. 14 - Prob. 14.57APCh. 14 - Identify the chiral center(s) in each of the...Ch. 14 - Are the following molecules chiral or achiral? If...Ch. 14 - Prob. 14.60CPCh. 14 - Prob. 14.61CPCh. 14 - 1-Propanol is freely soluble in water, 1-butanol...Ch. 14 - Prob. 14.63CPCh. 14 - Prob. 14.64CPCh. 14 - Prob. 14.65CPCh. 14 - Prob. 14.66CPCh. 14 - Prob. 14.67CPCh. 14 - Prob. 14.68CPCh. 14 - Prob. 14.69CPCh. 14 - Prob. 14.70CPCh. 14 - Prob. 14.71CPCh. 14 - Prob. 14.72CPCh. 14 - (a)Draw all possible cyclic C7H14O alcohol isomers...Ch. 14 - Prob. 14.74GPCh. 14 - Prob. 14.75GP
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- The reaction of methoxy benzene with hydrogen iodide will yield a phenol and an alkyl halide. Which of following choices is the correct combination of the products?arrow_forwardDraw structural formulas for all of the following. Q.) Alcohols with the molecular formula C4H10Oarrow_forwardDrawn are four isomeric dimethylcyclopropanes. How are the compounds in each pair related (enantiomers, diastereomers, constitutional isomers): A and B; A and C; B and C; C and D?arrow_forward
- Consider the alkene 5,5-dimethyl-3-octene for the following problems. Part 1 of 2 Draw a skeletal structure for the cis isomer of 5,5-dimethyl-3-octene. Click and drag to start drawing a structure. ☑ :୮arrow_forwardProvide compounds that fit the following descriptions:(a) Two amines that are gases at room temperature(b) A heterocyclic amine(c) A compound with an amine group on an aromatic ringarrow_forwardWhen pentane is exposed to Br2 in the presence of light, a halogenation reaction occurs. Write the formulas of:(a) All possible products containing only one bromine(b) All possible products containing two bromines that are not on the same carbonarrow_forward
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