Organic Chemistry Study Guide and Solutions Manual, Books a la Carte Edition
8th Edition
ISBN: 9780134473178
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Textbook Question
Chapter 11.4, Problem 20P
Show how the Suzuki and/or Heck reactions can be used to prepare the following compounds:
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Propose a synthesis for the following molecule starting from benzene. Be sure to show all necessary reagents and the intermediates after each reaction. You do not need to show reaction mechanisms.
Choose the right reagent or series of reagents from the ones listed below to prepare 2-pentanone from acetylene.
NaNH2NaNH2 followed by CH3CH2CH2BrCH3CH2CH2Br, then disiamylborane followed by H2O2H2O2, HO−HO−
H2H2, Lindlar followed by H2OH2O, H+H+
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NaNH2NaNH2 followed by H2OH2O, H+H+
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How would you accomplish the following conversion of nitrobenzene to benzene?
Chapter 11 Solutions
Organic Chemistry Study Guide and Solutions Manual, Books a la Carte Edition
Ch. 11.1 - Prob. 1PCh. 11.2 - Which is more reactive an organolithium compound...Ch. 11.2 - Prob. 3PCh. 11.3 - Muscalure is the sex attractant of the common...Ch. 11.3 - Prob. 7PCh. 11.3 - Prob. 8PCh. 11.3 - Prob. 9PCh. 11.3 - Prob. 10PCh. 11.4 - Prob. 13PCh. 11.4 - Prob. 14P
Ch. 11.4 - Prob. 15PCh. 11.4 - Prob. 16PCh. 11.4 - Prob. 17PCh. 11.4 - Prob. 19PCh. 11.4 - Show how the Suzuki and/or Heck reactions can be...Ch. 11.4 - Identify two pairs of an alkyl bromide and an...Ch. 11.5 - Prob. 22PCh. 11.5 - Draw the product of ring-closing metathesis for...Ch. 11.5 - Prob. 25PCh. 11.5 - Prob. 26PCh. 11 - Prob. 27PCh. 11 - Prob. 28PCh. 11 - The coupling of an alkyne with an aryl halide in...Ch. 11 - Identify A through H.Ch. 11 - Using the given starting material, any necessary...Ch. 11 - What alkyl halide reacts with lithium...Ch. 11 - Prob. 33PCh. 11 - Prob. 34PCh. 11 - The following compound undergoes an intramolecular...Ch. 11 - Using ethynyleyclohexane as a starting material...Ch. 11 - Prob. 37PCh. 11 - Using the given starting material, any necessary...Ch. 11 - Prob. 39PCh. 11 - A student added an equivalent of...Ch. 11 - Using the given starting material, any necessary...Ch. 11 - Prob. 42PCh. 11 - Prob. 43PCh. 11 - Bombykol is the sex pheromone of the silk moth....Ch. 11 - Prob. 45PCh. 11 - Prob. 46PCh. 11 - A dibromide loses only one bromine when it reacts...Ch. 11 - What starting material is required in order to...Ch. 11 - What product is obtained from ring-opening...
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- Starting with methylcyclohexane, how could the following vicinal trans-dihalide be prepared?arrow_forwardDevise a synthesis of (E)-1-phenylhex-1-ene (CH3CH2CH2CH2CH = CHPh) using hydrocarbons having ≤ 6 C’s and a Suzuki reaction as one of the steps.arrow_forwardPropose a synthesis of meso-4,5-octanediol starting from 1-pentyne.Specify the reagents you would use to carry it out. If two or more routes to the same product are possible, show only one of them.arrow_forward
- Write the main product by completing the reactions given below. Show the necessary mechanisms.arrow_forwardComplete the reaction schemes below providing the products of the reaction schemes below.arrow_forwardProvide the necessary sequence of reactions to generate the products below from their respective starting materials.arrow_forward
- Following is a retrosynthetic scheme for the synthesis of the tricyclic diene on the left. Show how to accomplish this synthesis from 2-bromopropane, cyclopentadiene, and 2-cyclohexenone.arrow_forwardPropose a mechanism to account for the formation of 3, 5-dimethyl- pyrazole from hydrazine and 2, 4-pentanedione. Look carefully to see what has happened to each carbonyl carbon in going from starting material to product.arrow_forwardPropose mechanisms and show the expected products of the following reactions. ) 2,4@dinitrochlorobenzene + excess hydrazine (H2N¬NH2)arrow_forward
- Show how you would synthesize the following aromatic derivatives from benzene ) p-chlorotoluenearrow_forwardHow would you synthesize the tri-substituted aromatic compound shown below starting from toluene? • You must show all reactions (including products and reagents) used in their correct order. • You must use the minimum number of steps and ortho-/paraseparations.arrow_forward
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