EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 11, Problem 48P
What starting material is required in order to synthesize each of the following compounds by ring-closing metathesis?
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Chapter 11 Solutions
EBK ORGANIC CHEMISTRY
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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- What reaction presented in this chapter is occurring in the following equation? Explain the resulting stereochemistry of the reaction.arrow_forward(b) Synthesize the following compounds from acetylene and any alkyl halides with four or fewer carbons. Note that more than one step may be required. HC=CH CH3CH2CH2CCH2CH2CH2CH3arrow_forwardFor following substituted benzenes: [1] C6H5Br; [2] C6H5CN; [3] C6H5OCOCH3: Does the substituent activate or deactivate the benzene ring inelectrophilic aromatic substitution?arrow_forward
- Show how to synthesize each of the following trisubstituted benzenes from a unsubstituted benzene.arrow_forward4) Aromatic compounds are among the most abundant and versatile in nature. From a synthetic point of view, these compounds, despite their stabilities, are quite useful and can undergo reactions under special conditions and by specific mechanisms, such as the Electrophilic Aromatic Substitution (SAE) and the Nucleophilic Aromatic Substitution (SNAr). Based on this, please answer the following items: (a) What are the possible isomeric products for the following reaction? Which structure, A or B, do you expect to predominate? Justify your choice. Write down the detailed mechanism of formation of compounds A and B. What would be the bromination product of each (compounds C and D)?arrow_forwardTwo products are possible when pent-2-ene is treated with HBr. Write the structures of the possible products, and explain why they are made in about equal amounts.arrow_forward
- Which will yield 2-methylpentane upon catalytic hydrogenation?arrow_forwardHow many alkenes yield 2,2,3,4,4−pentamethylpentane on catalytic hydrogenation?arrow_forward2) The Diels-Alder reaction, developed by German chemists Otto Diels and Kurt Alder (who received the Nobel Prize in 1950 for their discovery), has great synthetic importance due to the possibility of forming an unsaturated six-membered cycle without involving intermediates ionic. About the reaction, answer: (a) Indicate the reagents necessary for the synthesis of the following compounds, indicating who is the diene and who is the dienophile.arrow_forward
- Consider the tetracyclic aromatic compound drawn below, with rings labeled as A, B, C, and D. (a) Which of the four rings is most reactive in electrophilic aromatic substitution? (b) Which of the four rings is least reactive in electrophilic aromatic substitution? (c) What are the major product(s) formed when this compound is treated with one equivalent of Br2?arrow_forwardFor each reaction, give the expected substitution product, and predict whether the mechanism will be predominantly first order (SN1) or second-order (SN2). (a) isobutyl bromide + sodium methoxidearrow_forwardThe bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown. (a) Explain why electrophilic substitution occurs on the ring without the N atom for quinoline, but occurs on the ring with the N atom in indole. (b) Explain why electrophilic substitution occurs more readily at C8 than C7 in quinoline. (c) Explain whyelectrophilic substitution occurs more readily at C3 rather than C2 of indole.arrow_forward
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