Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 18, Problem 68P
A mixture of 0.10 mol benzene and 0.10 mol p-xylene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were obtained: 0.002 mol of one and 0.098 mol of the other.
- a. What was the major product?
- b. Why was more of one product obtained than of the other?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
A mixture of 0.10 mol benzene and 0.10 mol p-xylene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were obtained: 0.002 mol of one and 0.098 mol of the other. a. What was the major product? b. Why was more of one product obtained than of the other?
1. What is the function of CH2Cl2 in the bromination reactions? Why can it fulfill this role?2. In not more than three (3) sentences, explain why terminal alkynes are acidic.3. What impurities are removed when acetylene gas is made to pass through an acidified solution of CuSO4?4. Explain the difference in the rate of free-radical bromination reactions of toluene and cyclohexane.5. Give the reagent or chemical test that would differentiate the following pairs o fcompounds. Provide only the reagents or chemical tests discussed in the module. Write chemical equations for the reactions involved.
a. benzene and ethylbenzeneb. 1-butyne and 2-butynec. 2-methylpentane and 2-methyl-2-pentened. toluene and 1-methylcyclohexene
give the reagents for parts a-p
Chapter 18 Solutions
Organic Chemistry (8th Edition)
Ch. 18.1 - Draw the structure for each of the following: a....Ch. 18.3 - Why does hydration inactivate FeBr3?Ch. 18.6 - Prob. 4PCh. 18.7 - What is the major product of a Friedel-Crafts...Ch. 18.9 - Describe two ways to prepare each of the following...Ch. 18.10 - Prob. 7PCh. 18.11 - Name the following:Ch. 18.11 - Draw a structure for each of the following: a....Ch. 18.11 - Draw the structure for each of the following: a....Ch. 18.11 - Correct the following incorrect names: a....
Ch. 18.12 - Prob. 14PCh. 18.12 - List the compounds in each set from most reactive...Ch. 18.13 - Prob. 16PCh. 18.13 - What product(s) result from nitration of each of...Ch. 18.13 - Prob. 18PCh. 18.13 - What products are obtained from the reaction of...Ch. 18.15 - Give the products, if any, of each of the...Ch. 18.16 - a. Does a coupling reaction have to be used to...Ch. 18.16 - Show how the following compounds can be...Ch. 18.16 - Prob. 24PCh. 18.17 - What is the major product(s) of each of the...Ch. 18.17 - Prob. 26PCh. 18.18 - Why isn't FeBr3 used as a catalyst in the first...Ch. 18.18 - Prob. 29PCh. 18.18 - Write the sequence of steps required for the...Ch. 18.18 - Show how the following compounds can be...Ch. 18.19 - What product is formed from reaction of...Ch. 18.19 - Prob. 33PCh. 18.19 - Draw the structure of the activated ring and the...Ch. 18.20 - Prob. 35PCh. 18.20 - Prob. 36PCh. 18.20 - Diazomethane can be used to convert a carboxylic...Ch. 18.21 - Prob. 38PCh. 18.21 - Prob. 39PCh. 18.21 - Prob. 40PCh. 18.22 - Prob. 41PCh. 18 - Draw the structure for each of the following: a....Ch. 18 - Name the following:Ch. 18 - Prob. 44PCh. 18 - Prob. 45PCh. 18 - For each of the statements in Column I, choose a...Ch. 18 - What product is obtained from the reaction of...Ch. 18 - Draw the product(s) of each of the following...Ch. 18 - Rank the following substituted anilines from most...Ch. 18 - Prob. 50PCh. 18 - Prob. 51PCh. 18 - Show how the following compounds can be...Ch. 18 - Prob. 53PCh. 18 - The compound with the 1H NMR spectrum shown below...Ch. 18 - Rank each group of compounds from most reactive to...Ch. 18 - Prob. 56PCh. 18 - Prob. 57PCh. 18 - For each of the following components, indicate the...Ch. 18 - Prob. 59PCh. 18 - Prob. 60PCh. 18 - Describe two ways to prepare anisole from benzene.Ch. 18 - Prob. 62PCh. 18 - The following tertiary alkyl bromides undergo an...Ch. 18 - An aromatic hydrocarbon with a molecular formula...Ch. 18 - Show how the following compounds can be...Ch. 18 - Use the four compounds shown below to answer the...Ch. 18 - a. Rank the following esters from most reactive to...Ch. 18 - A mixture of 0.10 mol benzene and 0.10 mol...Ch. 18 - Prob. 69PCh. 18 - Prob. 70PCh. 18 - Benzene underwent a Friedel-Crafts acylation...Ch. 18 - Prob. 72PCh. 18 - Prob. 73PCh. 18 - Friedel-Crafts alkylations can be carried out with...Ch. 18 - Show how the following compounds can be prepared...Ch. 18 - Prob. 76PCh. 18 - Prob. 77PCh. 18 - a. Describe four ways the following reaction can...Ch. 18 - Propose a mechanism for each of the following...Ch. 18 - How can you prepare the following compounds with...Ch. 18 - Describe how naphthalene can he prepared from the...Ch. 18 - Using resonance contributors for the carbocation...Ch. 18 - Prob. 83PCh. 18 - What reagents are required to carry out the...Ch. 18 - Prob. 85PCh. 18 - Prob. 86PCh. 18 - Prob. 87PCh. 18 - Propose a mechanism for each of the following...Ch. 18 - P-Fluoronitrobenzene is more reactive toward...Ch. 18 - When heated with chromic acid, compound A forms...Ch. 18 - Show how the following compounds can be prepared...Ch. 18 - How can you distinguish the following compounds...Ch. 18 - Describe how mescaline can be synthesized from...Ch. 18 - Propose a mechanism for the following reaction...Ch. 18 - Propose a mechanism for each of the following...Ch. 18 - Describe how 3-methyl-1-phenyl-3-pentanol can he...Ch. 18 - An unknown compound reacts with ethyl chloride and...Ch. 18 - a. Explain why the following reaction leads to the...Ch. 18 - Explain why hydroxide ion catalyzes the reaction...Ch. 18 - Prob. 100PCh. 18 - Prob. 101PCh. 18 - a. How can aspirin be synthesized from benzene? b....Ch. 18 - Prob. 103PCh. 18 - Show how Novocain, a painkiller used frequently by...Ch. 18 - Prob. 105PCh. 18 - Saccharin, an artificial sweetener, is about 300...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) Br2, FeBr3 Na/NH3, -33 degrees C NBS, light KMnO4, H3O+ Mg metal, ether KOH, EtOH, heatarrow_forwardWhich of the following is product of A? How about B? a Cyclopentene oxide b 1,1-epoxycyclopentane c 1,2-hydroxycyclopentane d Cyclopentoxypentane What is the name of reaction 1? a hydration b hydrate formation c acid cleavage d epoxidation What is the name of reaction 2? a ring-opening reaction with Nu b hydration c Williamson ether synthesis d oxidationarrow_forwardWrite complete chemical equation showing reactants, products, and catalysts needed (if any) for the following reaction: d) Reaction of cis-3,3-Dimethyl-4-propylocta-1,5-diene with two mole of HBr e) Reaction of trans-1-Bromo-3-chlorocyclopentane with potassium hydroxide f) Formation of Gilman reagent using isopropyl bromide g) Ozonolysis of 3,3-Dimethyloct-4-ynearrow_forward
- What will be the major product obtained from the reaction of Br2 with 1-butene if the reaction is carriedout ina. dichloromethane? b. water? c. ethyl alcohol? d. methyl alcohol?arrow_forwardA mixture of 0.10 mol benzene and 0.10 mol 1,4-dimethyl benzene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were formed: 0.002 mol of one and 0.098 mol of the other. Draw the structures of the major and minor products.arrow_forwardreaction of either 3-bromo-1-butene or (Z) -1-bromo-2-butene with water under SN1 condition yields the same product explain whyarrow_forward
- Show stereo chemistry and possible outcomes and the steps for the reaction.arrow_forwardWhat is the percent yield of the hydroboration oxidation of 1-octene to form 1-octanol? Original amount of 1-octene added 840 uL 2 mL of 1M borane THF added For oxidation 1.2mL of 3M NAOH and 1.2 mL of 30% hydrogen peroxide 2 mL of diethyl ether used for extraction 5.11g obtained as final product.arrow_forward2) Draw and name the organic compound found in every reaction. d) Reaction of cis-3,3-Dimethyl-4-propylocta-1,5-diene with two mole of HBr e) Reaction of trans-1-Bromo-3-chlorocyclopentane with potassium hydroxide f) Formation of Gilman reagent using isopropyl bromide g) Ozonolysis of 3,3-Dimethyloct-4-yne h) Complete halogenation (Cl2) of 3-Ethyl-5-methyl-1,6,8-decatriyne i) Partial hydrogenation using Lindlar's Catalyst 2,2,5,5-Tetramethylhex-3-yne j) Reaction of 3,4-Dimethylcyclodecyne with sodium amidearrow_forward
- Does m-xylene or p-xylene react more rapidly with Cl2 + FeCl3? Explain your answer.arrow_forwardDraw the major organic product for the reaction between 1,2-dimethylcycloheptene and a cold, dilute solution of KMnO4.arrow_forwardPhineas and Ferbs, two brothers who enjoy vacations, doing fun things every summer. This summer the brothers and their friends carry out an organic synthesis with an unknown compound (L1) that contains 52% Carbon, 6% Hydrogen and 42% bromine, this compound (L1) is treated with magnesium in ether to obtain L2 , which reacts violently with D2O for 1-methyl cyclohexene with a deuterium atom in the methyl group (L3). The L2 reaction is treated with acetone followed by hydrolysis to give L4. Heating L4 with concentrated sulfuric acid gives L5, which decolors the bromine, obtaining L6. L5 undergoes hydrogenation with excess hydrogen and platinum as a catalyst giving rise to isobutyl cyclohexane. Determine the structures of compounds L1 through L6.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY