Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter FRP, Problem 13P
Starting with propyne and using any other required reagents, show how you would synthesize each of the following compounds. You need not repeat steps carried out in earlier parts of this problem.
(a) 2-Butyne
(b) cis-2-Butene
(c) trans-2-Butene
(d) 1-Butene
(e) 1, 3-Butadiene
(f) 1-Bromobutane
(g) 2-Bromobutane (as a racemic form)
(h)(2R, 3S)-2, 3-Dibromobutane
(i)(2R, 3R)-and (2S, 3S)-2, 3-Dibromobutane (as a racemic form)
(j) meso-2, 3-Butanediol
(k)(Z)-2-Bromo-2-butene
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Students have asked these similar questions
2. Using 1-butyne as the starting material, write the necessary reactions to convert to the
indicated products.
(a) Butane
(b) 1-Butene
(c) 2,2-Dibromobutane
(d) 2-Pentane
3. Show how 2-butyne can be converted into 2-butene.
4. Using propyne as the starting material, carry out the following reaction sequences to give
the following products.
(a) 2-Butyne
(b) 2-Butene
(c) 2-Bromobutane
(d) Pentane
5. How does one convert 1-pentene to 1-pentyne? 1-Bromobutane to 1-butyne?
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
2. Using 1-butyne as the starting material, write the necessary reactions to convert to the indicated
products.
(a)
Butane
(b)
1-Butene
(c)
2,2-Dibromobutane
(d)
2-Pentane
3. Show how 2-butyne can be converted into 2-butene.
4. Using propyne as the starting material, carry out the following reaction sequences to give the
following products.
(a)
2-Butyne
(b)
2-Butene
(c)
2-Bromobutane
(d)
Pentane
Chapter FRP Solutions
Organic Chemistry, 12e Study Guide/Student Solutions Manual
Ch. FRP - Prob. 1PCh. FRP - 2. Which member of these pairs is the more polar?...Ch. FRP - Prob. 3PCh. FRP - Describe how solubility could be used to...Ch. FRP - 5. Though they each contain only one type of...Ch. FRP - Predict the products from each of the following...Ch. FRP - Prob. 7PCh. FRP - Prob. 8PCh. FRP - Prob. 9PCh. FRP - Prob. 10P
Ch. FRP - Predict the products from each of the following...Ch. FRP - Prob. 12PCh. FRP - 13. Starting with propyne and using any other...Ch. FRP - Bromination of 2-methylbutane yields predominantly...Ch. FRP - Prob. 15PCh. FRP - Account for the following observations with...Ch. FRP - Prob. 17PCh. FRP - Prob. 18PCh. FRP - Heating 1, 1,1-triphenylmethanol with ethanol...Ch. FRP - (a) Which of the following halides would you...Ch. FRP - An alkane (A) with the formula C6H14 reacts with...Ch. FRP - Prob. 22PCh. FRP - Prob. 23PCh. FRP - Dehydrohalogenation of meso-1, 2-dibromo-1,...Ch. FRP - Prob. 25PCh. FRP - Prob. 26PCh. FRP - 27. (R)-3-Methyl-1-pentene is treated separately...Ch. FRP - Prob. 28PCh. FRP - Prob. 29PCh. FRP - Prob. 30PCh. FRP - Prob. 31PCh. FRP - Synthesize the following compound by a method that...Ch. FRP - Provide three methods that employ Grignard...Ch. FRP - 34. Compound Yexhibits one NMR signal at (a...Ch. FRP - Prob. 35PCh. FRP - 36. Compound X shows a strong IR absorption band...Ch. FRP - Prob. 37PCh. FRP - 38. In addition to more highly fluorinated...Ch. FRP - Fluorination of (R)-2-flurobutane yields a mixture...Ch. FRP - Prob. 40PCh. FRP - Prob. 41P
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