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 18.17, Problem 25P
What is the major product(s) of each of the following reaction?
a. bromination of p-methylbenzonic acid
b. chlorination of o-benzenedicarboxylic acid
c. bromination of p-chlorobenzoic acid
d. nitration of p-fluoroanisole
e. nitration of p-methoxybenzaldehyde
f. nitration of p-tert-butylmethylbenzene
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
What products are obtained from the following reactions?
a. ethyl benzoate + excess isopropanol + HCl b. phenyl acetate + excess ethanol + HCl
What product is obtained from the reaction of excess benzene with each of the following reagents?
a. isobutyl chloride + AlCl3
b. 1-chloro-2,2-dimethylpropane + AlCl3
c. dichloromethane + AlCl3
Which compound will react most rapidly with
acetaldehyde?
A.propylmagnesium chloride
B.cyclopropyl magnesium iodide
C.propenylmagnesium bromide
D.propynylmagnesium bromide
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
- 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. benzylaminearrow_forwardFrom the table of available reagents select the one(s) you would use to convert butanoic acid to each of the following products:arrow_forwardWhat compounds are formed from the reaction of benzoyl chloride with the following reagents? a. sodium acetate b. water c. excess dimethylamine d. aqueous HCl e. aqueous NaOH f. cyclohexanol g. excess benzylamine h. 4-chlorophenol i. isopropyl alcohol j. excess aniline k. potassium formatearrow_forward
- Which of the following starting materials and reagents would be best to produce 2-hexanol? a. heptanal and 1. CH3MgBr 2. H3O* b. pentanal and 1. CH3MgBr, 2. H30* c. hexanal and 1. CH3MgBr, 2. H30* d. butanal and 1. CH3CH2MgBr, 2. H3O*arrow_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_forwardWhich of the following compounds is the electrophile species that reacts with benzene in the aromatic nitration reaction? Select one: a. HNO3 b. NO2+ c. HNO2 d. NO+ e. N3-arrow_forward
- Specify the reagent you would use in each step of the following synthesis:arrow_forwardPhosgene (COCl2) was used as a poison gas in World War I. What product would be formed from the reaction of phosgene with each of the following reagents? a. one equivalent of methanol b. excess methanol c. excess propylamine d. excess waterarrow_forwardWhat products are obtained from the reaction of cyclohexene oxide with a. methoxide ion? b. methylamine?arrow_forward
- Saponification with NaOH of this ester will result in which products? H.C Select one: O a. ethanoic acid + phenol O b. benzoic acid + ethanol O c. phenol acid + sodium ethanol O d. benzoic acid + sodium ethanol e. ethanol + sodium benzoatearrow_forwardSpecify the reagent you would use in each step of the following synthesis: a. LIAIH4 b. H₂SO4 c. HCI d. HBr e. SOCI₂ step 1 Reagents Available f. PBr3 9. pyridinium step 2 chlorochromate (PCC) h. NaH i. NaOH J. CH₂MgBr CI k. CH3CH₂MgBr L. CHMgBr (phenylmagnesium bromide) m. (CH₂)₂CHMgBr n. CrO3 Write the letters of the reagents in the boxes below. Reagent for step 1 Reagent for step 2arrow_forward3. Draw the product of the reaction of propanal with each of the following reagents: а. Lithium aluminium hydride, followed by water b. Methylmagnesium iodide followed by dilute acid c. Ethylene glycol and dilute acid in benzene С. d. Aniline е. Methanol containing dissolved hydrogen chloridearrow_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
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License