Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 6, Problem 6.48SP
A solution of pure (S)-2-iodobutane ([α]=+15.90°) in acetone is allowed to react with radioactive iodide, 131|−, until 1.0% of the iodobutane contains radioactive iodine. The specific rotation of this recovered iodobutane is found to be +15.58°.
- a. Determine the percentages of (R)- and (S)-2-iodobutane in the product mixture.
- b. What does this result suggest about the mechanism of the reaction of 2-iodobutane with iodide ion?
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By malonic or acetylacetic synthesis, synthesize 2-methylbutanoic acid (indicate the formulas of the compounds).
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EFFICIENTS
SAMPLE READINGS
CONCENTRATIONS
Pigiadient)
TOMATO SAUCE (REGULAR)
TOMATO (REDUCED SALT)
TOMATO SAUCE (REGULAR)
TOMATO (REDUCED SALT)
58
6.274
3.898
301.7
151.2
14150
5.277
3.865
348.9
254.8
B
5.136
3.639
193.7
85.9
605
4.655
3.041
308.6
199.6
05
5.135
3.664
339.5
241.4
0139
4.676
3.662
160.6
87.6
90148
5.086
3.677
337.7
242.5
0092
6.348
3.775
464.7
186.4
PART3
5.081
3.908
223.5
155.8
5.558
3.861
370.5
257.1
4.922
3.66
326.6
242.9
4.752
3.641
327.5
253.3
50
5.018
3.815
336.1
256.0
84
4.959
3.605
317.9
216.6
38
4.96
3.652
203.8
108.7
$3
5.052
3.664
329.8
239.0
17
5.043
3.767
221.9
149.7
052
5.058
3.614
331.7
236.4
5.051
4.005
211.7
152.1
62
5.047
3.637
309.6
222.7
5.298
3.977
223.4
148.7
5.38
4.24
353.7
278.2
5
5.033
4.044
334.6
268.7
995
4.706
3.621
305.6
234.4
04
4.816
3.728
340.0
262.7
16
4.828
4.496
304.3
283.2
0.011
4.993
3.865
244.7
143.6
AVERAGE
STDEV
COUNT
95% CI Confidence Interval (mmol/L)
[Na+] (mg/100 mL)
95% Na+ Confidence Interval (mg/100 mL)
Chapter 6 Solutions
Organic Chemistry (9th Edition)
Ch. 6.1 - Classify each compound as an alkyl halide, a vinyl...Ch. 6.2 - Give the structures of the following compounds. a....Ch. 6.2 - For each of the following compounds, A. give the...Ch. 6.3E - Prob. 6.4PCh. 6.4 - Prob. 6.5PCh. 6.5A - For each pair of compounds, predict which compound...Ch. 6.5B - Prob. 6.7PCh. 6.6B - Prob. 6.8PCh. 6.6B - The light-initiated reaction of...Ch. 6.6B - Show how free-radical halogenation might be used...
Ch. 6.7 - Prob. 6.11PCh. 6.7 - Prob. 6.12PCh. 6.8 - Prob. 6.13PCh. 6.9 - Predict the major products of the following...Ch. 6.9 - Prob. 6.15PCh. 6.10A - Prob. 6.16PCh. 6.11A - When diethyl ether (CH3CH2OCH2CH3) is treated with...Ch. 6.11B - Prob. 6.18PCh. 6.11B - For each pair of compounds, state which compound...Ch. 6.12 - Prob. 6.20PCh. 6.12 - Under appropriate conditions...Ch. 6.13 - Propose an SN1 mechanism for the solvolysis of...Ch. 6.13B - Prob. 6.23PCh. 6.13B - 3-Bromocyclohexene is a secondary halide, and...Ch. 6.15 - Prob. 6.25PCh. 6.15 - Prob. 6.26PCh. 6.16 - For each reaction, give the expected substitution...Ch. 6.16 - Prob. 6.28PCh. 6.16 - Prob. 6.29PCh. 6 - Prob. 6.30SPCh. 6 - Draw the structures of the following compounds. a....Ch. 6 - Give systematic (IUPAC) names for the following...Ch. 6 - Prob. 6.33SPCh. 6 - Predict the compound in each pair that will...Ch. 6 - Prob. 6.35SPCh. 6 - Give two syntheses for (CH3)2CHOCH2CH3, and...Ch. 6 - Prob. 6.37SPCh. 6 - Prob. 6.38SPCh. 6 - Chlorocyclohexane reacts with sodium cyanide...Ch. 6 - Give the substitution products expected from...Ch. 6 - Prob. 6.41SPCh. 6 - Prob. 6.42SPCh. 6 - Two of the carbocations in Problem6-42 are prone...Ch. 6 - Prob. 6.44SPCh. 6 - Predict the products of the following SN2...Ch. 6 - Prob. 6.46SPCh. 6 - Strawberry growers have used large quantities of...Ch. 6 - A solution of pure (S)-2-iodobutane ([]=+15.90) in...Ch. 6 - Prob. 6.49SPCh. 6 - Give a mechanism to explain the two products...Ch. 6 - Prob. 6.51SPCh. 6 - Because the SN1 reaction goes through a flat...Ch. 6 - Prob. 6.53SPCh. 6 - Furfuryl chloride can undergo substitution by both...Ch. 6 - Prob. 6.55SPCh. 6 - The following reaction takes place under...Ch. 6 - Propose mechanisms to account for the observed...Ch. 6 - Prob. 6.58SPCh. 6 - Prob. 6.59SP
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