OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305671874
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 16.SE, Problem 66AP
Interpretation Introduction
Interpretation:
Given that phenylboronic acid upon nitration gives 15% orthosubstitution product and 85% meta product. The meta directing effect of the –B(OH)2 group is to be explained.
Concept introduction:
The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position. Boron compounds are usually electron acceptors as in these compounds boron is electron deficient.
To explain:
The meta directing effect of the –B(OH)2 group as upon nitrating phenylboronic acid 15% orthosubstitution product and 85% meta product are obtained.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
What mass of ethylene glycol, HOCH2CH2OH, Mustbe added to 5.50 kg of water to antifreeze that would work for the car radiator to -10.0 degrees celcius? MM (g/mol): 62.07
What is the molarity of a 0.393 m glucose solution if its density is 1.16 g/mL? MM glucose 180.2 g/mol
The rate constant for the decay of a radioactive element is 2.28 × 10⁻³ day⁻¹. What is the half-life of this element in days?
Chapter 16 Solutions
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
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
- Handwritten pleasearrow_forwardChoose the best reagents to complete the following reaction. i H A B 1. CH3CH2Na 2. H3O+ 1. CH3CH2MgBr 2. H3O+ 1. CH3MgBr Q C 2. H3O+ 1. H3O+ D 2. CH3MgBr 00 OH Q E CH³MgBrarrow_forwardThe kinetics of a gas phase reaction of the form A → Products results in a rate constant of 0.00781 M/min. For this reaction, the initial concentration of A is 0.501 M. What is the half-life for this reaction?arrow_forward
- Choose the best reagents to complete the following reaction. 1. PhNa A 2. H3O+ 1. PhCH2MgBr B 2. H3O+ хё 1. PhMgBr C 2. H3O+ 00 HO Q E D 1. H3O+ 2. PhMgBr PhMgBrarrow_forwardPlease answer all of the questions and provide detailed explanations and include a drawing to show the different signals on the molecule and include which ones should be highlighted.arrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts. Incorrect, 1 attempt remaining 1. LiAlH4 2. H3O+ Q OH ☑ Select to Drawarrow_forward
- How should I graph my data for the Absorbance of Pb and Fe for each mushroom? I want to compare the results to the known standard curve. Software: Excel Spreadsheets Link: https://mnscu-my.sharepoint.com/:x:/g/personal/vi2163ss_go_minnstate_edu/Eb2PfHdfEtBJiWh0ipHZ_kkBW4idWWwvpLPPtqoq2WkgbQ?rtime=HxrF0_tR3Ugarrow_forwardProvide the proper IUPAC name only for the following compound. Dashes, commas, and spaces must be used correctly, but do not use italics in Canvas.arrow_forwardThe kinetics of a gas phase reaction of the form A → Products results in a rate constant of 0.00781 M/min. For this reaction, the initial concentration of A is 0.501 M. How many minutes will it take for the concentration of A to reach 0.144 Marrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning