KLEIN'S ORGANIC CHEMISTRY
3rd Edition
ISBN: 9781119423126
Author: Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 18.11, Problem 23ATS
Interpretation Introduction
Interpretation:
Synthesis of ortho-bromophenol has to be given starting from phenol.
Concept Introduction:
- Electrophilic substitution reaction is a type of reaction in which a particular group or atom in a compound is replaced by electrophile. An electrophile is a species that is deficient of electrons
- Benzene is an electron rich
aromatic compound and undergoes electrophilic substitution reactions. - The position that the electrophile occupies in the ring system depends on various factors like – presence of substituents, activation and deactivation of the ring etc.
- The pi electrons of the aromatic system must be available freely for the reaction to occur. Further, the aromatic ring must not have many bulk substituents on it to ease the any type of electrophilic substitution reaction. Presence of many bulk substituents hinders the ability of the delocalizing pi electrons to bond with the electrophile.
Deactivators are electron withdrawing groups attached to the benzenes that have either positive charge or an atom with high electronegativity. They are meta directors.
Activators are electron donating groups attached to the benzenes that have either electron density that is able to push into benzene ring or a lone pair of electrons. They are ortho–para directing.
Reaction between
Bromination: In halogenation reaction, hydrogen atom of a molecule is replaced by a bromine atom.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Write chemical equations for:
the reaction of benzoic acid chloride with grignard reagent [CH3MgX]
the reaction of butanoic acid with methyl amine [CH3NH2]
2-(3-Aminopropyl)cyclohexan-1-one is reacted with H₂SO₄. Draw the structures of the products.
Please help me solve number 2
Chapter 18 Solutions
KLEIN'S ORGANIC CHEMISTRY
Ch. 18.2 - Prob. 1CCCh. 18.3 - Prob. 2CCCh. 18.3 - Prob. 3CCCh. 18.4 - Prob. 4CCCh. 18.5 - Prob. 5CCCh. 18.5 - Prob. 6CCCh. 18.5 - Prob. 7CCCh. 18.6 - Prob. 8CCCh. 18.6 - Prob. 9CCCh. 18.6 - Prob. 10CC
Ch. 18.7 - Prob. 11CCCh. 18.7 - Prob. 12CCCh. 18.8 - Prob. 13CCCh. 18.9 - Prob. 14CCCh. 18.9 - Prob. 15CCCh. 18.10 - Prob. 1LTSCh. 18.10 - Prob. 16PTSCh. 18.11 - Prob. 2LTSCh. 18.11 - Prob. 18PTSCh. 18.11 - Prob. 19ATSCh. 18.11 - Prob. 3LTSCh. 18.11 - Prob. 20PTSCh. 18.11 - Prob. 21ATSCh. 18.11 - Prob. 4LTSCh. 18.11 - Prob. 22PTSCh. 18.11 - Prob. 23ATSCh. 18.12 - Prob. 24CCCh. 18.12 - Prob. 25CCCh. 18.12 - Prob. 5LTSCh. 18.12 - Prob. 26PTSCh. 18.12 - 2-Nitroaniline has been used as a precursor in the...Ch. 18.12 - Prob. 6LTSCh. 18.12 - Prob. 28PTSCh. 18.12 - Prob. 29ATSCh. 18.13 - Prob. 30CCCh. 18.13 - Prob. 31CCCh. 18.13 - Prob. 32CCCh. 18.14 - Prob. 33CCCh. 18.14 - Prob. 34CCCh. 18.15 - Prob. 7LTSCh. 18.15 - Prob. 35PTSCh. 18.15 - Prob. 36PTSCh. 18 - Prob. 38PPCh. 18 - Prob. 39PPCh. 18 - Prob. 40PPCh. 18 - Prob. 41PPCh. 18 - Prob. 42PPCh. 18 - Prob. 43PPCh. 18 - Prob. 44PPCh. 18 - Prob. 45PPCh. 18 - Prob. 46PPCh. 18 - Prob. 47PPCh. 18 - Prob. 48PPCh. 18 - Prob. 49PPCh. 18 - Prob. 50PPCh. 18 - Prob. 51PPCh. 18 - Prob. 52PPCh. 18 - Prob. 53PPCh. 18 - Prob. 54PPCh. 18 - Prob. 55PPCh. 18 - Prob. 56PPCh. 18 - Prob. 57PPCh. 18 - Prob. 58PPCh. 18 - Prob. 59PPCh. 18 - Prob. 60PPCh. 18 - Prob. 61PPCh. 18 - Prob. 62PPCh. 18 - Prob. 63PPCh. 18 - Prob. 64PPCh. 18 - When 2,4-dibromo-3-methyltolene is treated with...Ch. 18 - Prob. 66PPCh. 18 - Prob. 67PPCh. 18 - Prob. 68PPCh. 18 - Prob. 69PPCh. 18 - Prob. 70PPCh. 18 - Prob. 71PPCh. 18 - Prob. 72PPCh. 18 - Prob. 74IPCh. 18 - Prob. 75IPCh. 18 - Prob. 76IPCh. 18 - Prob. 77IPCh. 18 - Prob. 78IPCh. 18 - Prob. 79IPCh. 18 - Prob. 80IPCh. 18 - Prob. 81IPCh. 18 - Prob. 82IPCh. 18 - Prob. 83IPCh. 18 - Prob. 84IPCh. 18 - Prob. 85IPCh. 18 - Prob. 86IPCh. 18 - Prob. 87IPCh. 18 - Prob. 88IPCh. 18 - Prob. 89IPCh. 18 - Prob. 90IPCh. 18 - Prob. 91CPCh. 18 - Prob. 92CPCh. 18 - In the following reaction, iodine monochloride...Ch. 18 - Prob. 94CPCh. 18 - The following synthesis was developed in an...
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 to complete the following reaction. 오 Na2Cr2O7 H2SO4, H2O Problem 22 of 35 A Na2Cr2O7 H2SO4, H2O H2/Pt B pressure OH 1. NaBH4 C 2. H3O+ D DMP (Dess-Martin Periodinane) CH2Cl2 CrO3 Done Dramabana_Minor Submitarrow_forwardIndicate the products of the reaction of Cycloheptanone with pyrrolidine (cat. H+). Draw the structures of the compounds.arrow_forwardIndicate the products of the reaction of 2-(3-aminopropyl)cyclohexan-1-one with H2SO4. Draw the structures of the compounds.arrow_forward
- Indicate the products of the reaction of 2-cyclopentyl-2-methyl-1,3-dioxolane with H3O+. Draw the structures of the compounds.arrow_forwardQuestion 4 For the molecule shown below, (7 marks): A) Sketch the Newman projection for the view looking along the bond from the perspective of the arrow. B) Then, draw the Newman projection for each 60° rotation along the bond until it returns to the starting point. C) Clearly indicate which Newman projection is the one we see in the structure shown below, and clearly indicate which Newman projection is the highest in energy and which is the lowest in energy. H H Me 'H Me Mearrow_forwardDraw the major product of this reaction. Ignore inorganic byproducts and the amine side product. 'N' 1. NaOH, heat 2. Neutralizing work-up Select to Drawarrow_forward
- Submit Problem 3 of 10 Draw the major product of this reaction. Ignore inorganic byproducts and the amine side product. O 'N' NH 1. NaOH, heat 2. Neutralizing work-up Select to Drawarrow_forwardb) Certain cyclic compounds are known to be conformationally similar to carbohydrates, although they are not themselves carbohydrates. One example is Compound C shown below, which could be imagined as adopting four possible conformations. In reality, however, only one of these is particularly stable. Circle the conformation you expect to be the most stable, and provide an explanation to justify your choice. For your explanation to be both convincing and correct, it must contain not only words, but also "cartoon" orbital drawings contrasting the four structures. Compound C Possible conformations (circle one): Детarrow_forwardLab Data The distance entered is out of the expected range. Check your calculations and conversion factors. Verify your distance. Will the gas cloud be closer to the cotton ball with HCI or NH3? Did you report your data to the correct number of significant figures? - X Experimental Set-up HCI-NH3 NH3-HCI Longer Tube Time elapsed (min) 5 (exact) 5 (exact) Distance between cotton balls (cm) 24.30 24.40 Distance to cloud (cm) 9.70 14.16 Distance traveled by HCI (cm) 9.70 9.80 Distance traveled by NH3 (cm) 14.60 14.50 Diffusion rate of HCI (cm/hr) 116 118 Diffusion rate of NH3 (cm/hr) 175.2 175.2 How to measure distance and calculate ratearrow_forward
- For the titration of a divalent metal ion (M2+) with EDTA, the stoichiometry of the reaction is typically: 1:1 (one mole of EDTA per mole of metal ion) 2:1 (two moles of EDTA per mole of metal ion) 1:2 (one mole of EDTA per two moles of metal ion) None of the abovearrow_forwardPlease help me solve this reaction.arrow_forwardIndicate the products obtained by mixing 2,2-dimethylpropanal with acetaldehyde and sodium ethoxide in ethanol.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY

Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning

Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning

Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY