EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 18, Problem 52P
Show how the following compounds can be synthesized from benzene:
a. m-chlorobenzenesulfonic acid
b. m-chloroethylbenzene
c. m-bromobenzonitrile
d. l-phenylpentane
e. m-bromobenzoic acid
f. m-hydroxybenzoic acid
g. p-cresol
h. benzyl alcohol
i. benzylamine
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Show how the following compounds can be synthesized from benzene:
a. m-chlorobenzenesulfonic acid d. 1-phenylpentane g. p-cresol
b. m-chloroethylbenzene e. m-bromobenzoic acid h. benzyl alcohol
c. m-bromobenzonitrile f. m-hydroxybenzoic acid i. benzylamine
Show how the following compounds can be synthesized from benzene:
a. p-nitrobenzoic acid c. o-chlorophenol e. p-methylbenzonitrile
b. m-bromophenol d. m-methylnitrobenzene f. m-chlorobenzaldehyde
Synthesize each compound from benzene and any other organic or inorganic reagents.
NH2
NO2
Br.
a.
е.
NH2
Br
CH3
Br
NH2
b.
d.
HOOC
NO2
(РАВA)
sunscreen component
Chapter 18 Solutions
EBK ORGANIC CHEMISTRY
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
- Which compound will react most rapidly with acetaldehyde? A.propylmagnesium chloride B.cyclopropyl magnesium iodide C.propenylmagnesium bromide D.propynylmagnesium bromidearrow_forwardd. 12. What is the simplest fused aromatic hydrocarbon? a. Naphthalene b. 1,2-Benzylpyrene c. Methylbenzene d. Cyclobenzene 13. In electrophilic aromatic substitution reactions, a phenyl substituent on the aromatic ring is a. a deactivator and a m-director b. a deactivator and an o,p-director c. an activator and an o,p-director d. none of the above 14. Acetylide ion formation requires a strong base like NaNH2 which in turn is made using ammonia and Na. The catalyst used in this reaction is a. Cu b. Fe C. Pt d. Pd 15. Hydroboration-Oxidation of terminal alkyne results in the formation of an a. Aldehyde by Markovnikov mechanism b. Ketone by anti-Markovnikov mechanism c. Enol by Markovnikov mechanism d. Aldehyde by anti-Markovnikov mechanism 16.p-Methoxybenzaldehyde can be prepared from anisole using the Gatterman- Koch formylation. What mixture of reagents is necessary for this process? a. CO, HCI, AICI3, CuCI b. CO, SO3, H2SO4 CO2, HCI, AICI3 d. CO2, SO3, H2SO4 e. CO2, HNO3, H2SO4 C.arrow_forwardShow by series of reactions how n-bromobutane can be synthesized from:a. butaneb. butynearrow_forward
- Which of the following reagents will not undergo a substitution reaction with the benzenediazonium chloride salt.arrow_forwardWhat are the composition of the following reagents? a. Tollen's reagent b. Fehling's A c. Fehling's B d. Schiff's reagent e. KMnO4arrow_forwardBy means of a suitable reaction, show how each of the compounds can be prepared from propionic acid. More than one step may be required. a. methyl propylamine (CH3NHCH2CH2CH3)b. propionyl chloridec. ethyl propionated. propionic anhydridee. N-methyl propionamidearrow_forward
- Which reagent(s) can be used to convert an aldehyde to a carboxylic acid? Choose all that apply. OH А. Jone's reagent and Tollen's reagent В. Sodium Borohydride С. Tollen's reagent D. PCC and Jone's reagent Е. O E. Grignard reagents and Lithium Aluminum Hydridearrow_forwardWhat is the first step in the general mechanism for electrophilic aromatic substitution? a. aromatic ring protonation b.loss of the electrophilic aromatic ring c. deprotonation of the aromatic ring d.addition of the electrophilic to the aromatic ring.arrow_forwardThis is an organic chemistry question. PLEASE SHOW STEP BY STEP, WITH ARROWS! ALSO PLEASE INCLUDE ALL ELECTRON LONE PAIRS AND CHARGES FOR STRUCTURES IF NECESSARY!arrow_forward
- Show how the following compounds can be synthesized from benzene: a. N,N,N-trimethylanilinium iodide b. 2-methyl-4-nitrophenol c. p-benzylchlorobenzene d. benzyl methyl ether e. p-nitroaniline f. m-bromoiodobenzene g. p-dideuteriobenzene h. p-nitro-N-methylaniline i. 1-bromo-3-nitrobenzenearrow_forwardproduct formed by treating butanal with 1. AgNO3 in HH3 2. Acidified K2CrO4 3. LiAlH4arrow_forwarda. 1: O3 2: DMS b. 1: O3 2: 1-bromopropane c. 1: NaNH2 2: 2-bromopropane d. 1: NaNH2 2: 1-bromopropane e. 1: KOtBu 2: 1-bromopropanearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Characteristic Reactions of Benzene and Phenols; Author: Linda Hanson;https://www.youtube.com/watch?v=tjEqEjDd87E;License: Standard YouTube License, CC-BY
An Overview of Aldehydes and Ketones: Crash Course Organic Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=-fBPX-4kFlw;License: Standard Youtube License