Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 17, Problem 17.56AP
Interpretation Introduction
Interpretation:
The reason for the variation in the stereochemistry of addition as the alkene structure varied is to be stated.
Concept introduction:
Addition of halogens into
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The rate law for addition of Br2Br2 to an alkene is first order in Br2Br2 and first order in the alkene. Does this information suggest that the mechanism of addition of Br2Br2 to an alkene proceeds in the same manner as for addition of HBr? Explain.
5) Compound A reacted with Mg in ether to give B. Compound B is with Ethyl bromide to give
Ethyl cyclohexane. What are the structures of A and B?
4-methyl-3-hexanol was prepared by reacting an alkene with either hydroboration-oxidation or oxymercuration-reduction.
Draw the structure of the alkene that was used to prepare the alcohol in highest yield.
• You do not have to consider stereochemistry.
• Indicate the method of preparation by drawing either BH3 (for
. If there is more than one alkene that can be used for a given method, draw all of them.
If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method.
Separate structures with + signs from the drop-down menu.
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981
--
26224
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ChemDoodle
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hydroboration-oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher.
Sn [1
Chapter 17 Solutions
Organic Chemistry
Ch. 17 - Prob. 17.1PCh. 17 - Prob. 17.2PCh. 17 - Prob. 17.3PCh. 17 - Prob. 17.4PCh. 17 - Prob. 17.5PCh. 17 - Prob. 17.6PCh. 17 - Prob. 17.7PCh. 17 - Prob. 17.8PCh. 17 - Prob. 17.9PCh. 17 - Prob. 17.10P
Ch. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - Prob. 17.14PCh. 17 - Prob. 17.15PCh. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - Prob. 17.18PCh. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Prob. 17.22APCh. 17 - Prob. 17.23APCh. 17 - Prob. 17.24APCh. 17 - Prob. 17.25APCh. 17 - Prob. 17.26APCh. 17 - Prob. 17.27APCh. 17 - Prob. 17.28APCh. 17 - Prob. 17.29APCh. 17 - Prob. 17.30APCh. 17 - Prob. 17.31APCh. 17 - Prob. 17.32APCh. 17 - Prob. 17.33APCh. 17 - Prob. 17.35APCh. 17 - Prob. 17.36APCh. 17 - Prob. 17.37APCh. 17 - Prob. 17.38APCh. 17 - Prob. 17.39APCh. 17 - Prob. 17.40APCh. 17 - Prob. 17.41APCh. 17 - Prob. 17.42APCh. 17 - Prob. 17.43APCh. 17 - Prob. 17.44APCh. 17 - Prob. 17.45APCh. 17 - Prob. 17.46APCh. 17 - Prob. 17.47APCh. 17 - Prob. 17.48APCh. 17 - Prob. 17.49APCh. 17 - Prob. 17.50APCh. 17 - Prob. 17.51APCh. 17 - Prob. 17.52APCh. 17 - Prob. 17.53APCh. 17 - Prob. 17.54APCh. 17 - Prob. 17.55APCh. 17 - Prob. 17.56APCh. 17 - Prob. 17.57APCh. 17 - Prob. 17.58APCh. 17 - Prob. 17.59AP
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- Which of the following is true for the reactions of alkyl halides? (a) The characteristic reactions of alkyl halides are oxidation and reduction.(b) The characteristic reactions of alkyl halides are elimination and substitutionc. The characteristic reactions of alkyl halides are addition and substitutiond. Characteristic reactions of alkyl halides are addition and elimination.arrow_forwardAlkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline hydrogen peroxide and (2) acid-catalyzed hydration. Compare the product formed from each alkene by sequence (1) with those formed from (2). Q.)1-Methylcyclohexenearrow_forwardThe rate law for addition of Br2 to an alkene is first orderin Br2 and first order in the alkene. Does this informationsuggest that the mechanism of addition of Br2 to analkene proceeds in the same manner as for addition of HBr?Explain.arrow_forward
- The heat of hydrogenation of cis-2,2,5,5-tetramethyl-3-hexene is -154 kJ (-36.7 kcal)/ mol, while that of the trans isomer is only -113 kJ (-26.9 kcal)/mol. Q.) If a catalyst could be found that allowed equilibration of the cis and trans isomers at room temperature (such catalysts do exist), what would be the ratio of trans to cis isomers?arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. OH H₂SO4 CH3CH2CCH2CH3 ? + H₂O CH2CH3 . You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.arrow_forwardDraw the structure of the expected organic product(s) formed in the following reactions including correct stereochemistry. If the product is racemic write both isomers or write racemic. Assume all reagents listed are present in excess unless otherwise noted. If no reaction occurs, state ''No Reaction".arrow_forward
- Write the reaction of bromine addition to an alkene on an example and the mechanism.arrow_forwardProvide the systematic name for each of the following isomeric esters with the chemical formula C-H1202. (Be sure to indicate double bond stereochemistry using (E)/(Z) notation. Indicate stereochemistry in rings with the terms cis or trans. It is not necessary to use italics in writing compound names.) ball & stick labels ball & stick labels ball & stick + labelsarrow_forwarddescribe about the stability of some compounds ( provide some examples) and intermediates such as double bonds (Zaitsev rule), carbocations, carbanions, and carbenes.arrow_forward
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