Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 16.SE, Problem 26VC
Interpretation Introduction
Interpretation:
How the compound shown (p-aminobenzoic acid) can be synthesized from benzene is to be shown.
Concept introduction:
Benzene can be converted into alkyl benzenes by the Friedal-Crafts alkylation reaction. The alkyl group when nitrated directs the nitro group into ortho & para positions to yield nitroalkylbenzenes. The para isomer is favored as it is strain free. Oxidation of the alkyl group in the nitro alkyl benzene with KMnO4 will yield the acid required.
To show:
How the compound shown (p-aminobenzoic acid) can be synthesized from benzene
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
How would you synthesize the following compound from acetylene and any alkyl halides with four or fewer carbons? More than one step may be required.
Using bromocyclohexane as a starting material, how could you synthesize the following compound?
How can you synthesize the following compounds from starting materials containing no more than four carbons?
Chapter 16 Solutions
Organic Chemistry
Ch. 16.1 - Prob. 1PCh. 16.2 - Propose a mechanism for the electrophilic...Ch. 16.2 - How many products might be formed on chlorination...Ch. 16.2 - When benzene is treated with D2SŪ4. deuterium...Ch. 16.3 - Prob. 5PCh. 16.3 - What is the major monosubstitution product from...Ch. 16.3 - Identify the carboxylic acid chloride that might...Ch. 16.4 - Rank the compounds in each of the following groups...Ch. 16.4 - Predict the major products of the following...Ch. 16.4 - Prob. 10P
Ch. 16.4 - Prob. 11PCh. 16.4 - Acetanilide is less reactive than aniline toward...Ch. 16.4 - Prob. 13PCh. 16.5 - At what position would you expect electrophilic...Ch. 16.5 - Show the major product(s) from reaction of the...Ch. 16.6 - The herbicide oxyfluorfen can be prepared by...Ch. 16.7 - Treatment of p-bromotoluene with NaOH at 300°C...Ch. 16.8 - Prob. 18PCh. 16.8 - Prob. 19PCh. 16.8 - Prob. 20PCh. 16.9 - Prob. 21PCh. 16.10 - Prob. 22PCh. 16.10 - Prob. 23PCh. 16.SE - Prob. 24VCCh. 16.SE - The following molecular model of a...Ch. 16.SE - Prob. 26VCCh. 16.SE - Prob. 27VCCh. 16.SE - Aromatic iodination can be carried out with a...Ch. 16.SE - Prob. 29MPCh. 16.SE - The carbocation electrophile in a Friede1-Crafts...Ch. 16.SE - Prob. 31MPCh. 16.SE - The nitroso group, —N=O, is one of the few...Ch. 16.SE - Triphenylmethane can be prepared by reaction of...Ch. 16.SE - Using resonance structures of the intermediates,...Ch. 16.SE - Benzene and alkyl -substituted benzenes can be...Ch. 16.SE - Prob. 36MPCh. 16.SE - Hexachlorophene, a substance used in the...Ch. 16.SE - Benzenediazonium carboxylate decomposes when...Ch. 16.SE - 4-Chloropyridine undergoes reaction with...Ch. 16.SE - Propose a mechanism to account for the following...Ch. 16.SE - In the Gatterman-Kochreaction, a formyl group...Ch. 16.SE - Treatment of p-tert-butylphenol with a strong acid...Ch. 16.SE - Benzyl bromide is converted into benzaldehyde by...Ch. 16.SE - Prob. 44MPCh. 16.SE - Prob. 45MPCh. 16.SE - Prob. 46APCh. 16.SE - Prob. 47APCh. 16.SE - Prob. 48APCh. 16.SE - Predict the major monoalkylation products you...Ch. 16.SE - Name and draw the major product(s) of...Ch. 16.SE - Prob. 51APCh. 16.SE - Prob. 52APCh. 16.SE - What product(s) would you expect to obtain from...Ch. 16.SE - Prob. 54APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 56APCh. 16.SE - Prob. 57APCh. 16.SE - Prob. 58APCh. 16.SE - Prob. 59APCh. 16.SE - Prob. 60APCh. 16.SE - Prob. 61APCh. 16.SE - Prob. 62APCh. 16.SE - Prob. 63APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 65APCh. 16.SE - Prob. 66APCh. 16.SE - Draw resonance structures of the intermediate...Ch. 16.SE - Prob. 68APCh. 16.SE - p-Bromotoluene reacts with potassium amide to give...Ch. 16.SE - Prob. 70APCh. 16.SE - Prob. 71APCh. 16.SE - Prob. 72APCh. 16.SE - Use your knowledge of directing effects, along...Ch. 16.SE - Identify the reagents represented by the letters...Ch. 16.SE - Phenols (ArOH) are relatively acidic, and the...Ch. 16.SE - Prob. 76APCh. 16.SE - Prob. 77APCh. 16.SE - Melamine, used as a fire retardant and a component...
Knowledge Booster
Similar questions
- 2) How would you synthesize the following compounds from cyclohexanone? CH₂Br CH₂C6H5 A Br B C D CH,CH2CO2Harrow_forwardWhat is the expected major product of this reaction? OH H₂N I H₂N H₂N 85% H3PO4, A H₂N ||| ? H₂N IVarrow_forwardQ5. How would you synthesize the following compounds from the indicated starting materials? Br A) B) HO.arrow_forward
- How could you synthesize the following compound from starting materials containing no more than six carbons? (Hint: A 1,6-diketone can be synthesized by oxidative cleavage of a 1,2-disubstituted cyclohexene.)arrow_forwardShow how the product formed as a result of the reaction can be synthesized using the starting materials given below. Any reagent needed can be used and you may need more than one step. c) HO, al OH d) b) Онarrow_forwardUsing bromocyclohexane as a starting material, how could you synthesize the following compounds?arrow_forward
- The following syntheses have flaws. What is wrong with each?arrow_forwardO In this step alkyne anion is alting and it is attacking cecting acting as 4 electrophile a Pla وعك Ho as a nucleophile on the genen molecule, which is Br pom 산 2-Bromo propane (26105 576 honros он 2arrow_forwardWhat is the predicted product of the reaction shown? ОТ O II O III OIV OV НО ОН || -ОН ||| Н H₂SO4 ОН IVarrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you