Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Question
Chapter 18.10, Problem 1LTS
Interpretation Introduction
Interpretation:
In the given compound below
The following observations have to be determined –
- The aromatic ring is whether activated or deactivated
- The strength of activation/deactivation
- Directing effects of the substituents
Concept Introduction:
Aromatic compounds undergo special type of reactions namely electrophilic substitution reactions. Electrophilic substitution reactions are more prominent in aromatic compounds than in aliphatic compounds and hence they are precisely known as Aromatic electrophilic substitution reactions. An electrophile is a species that is deficient of electrons.- Though benzene, the simplest form of aromatic compound is considered as highly stable its electrophilic substitution reactions are due to its 6π electrons.
- The efficiency of the aromatic ring to take part in electrophilic substitution reactions depends upon the availability of its π electrons. If the π electrons are readily available then a new bond between Carbon and the electrophile is formed readily on the expense of those π electrons.
- Various types of aromatic compounds undergo electrophilic substitution reactions. Except in the case of an aromatic ring without any substituent on the ring, the reactivity of many other aromatic compounds varies based on their substituents.
- In such cases the availability of the π electrons present in the aromatic ring depends on the electronic effects caused by the substituents on the ring. An electrophile is a species that is always in the need of electrons. It is always attracted towards the region where the electron density is more.
- If the presence of substituents enhances the electron density of the ring then the reaction between the aromatic ring and the electrophile is triggered readily. Then the aromatic ring is said to be activated towards electrophilic substitution reactions.
- If the presence of substituents causes electron drain in the ring then the π electrons are not available to bond with electrophile. The ability of the π electrons to bond with the electrophile is diminished and the aromatic ring becomes deactivated towards electrophilic substitution reactions.
- Thus the substituents can be widely of two types – activators and deactivators. Activators are the substituents that enhance the electron density of the ring. Deactivators are the substituents that suppress the electron density of the benzene ring.
- It can be more explained in this way – electron donating groups increase the electron density of the ring and can be termed as activators. Electron withdrawing groups decrease the electron density of the ring and are termed as deactivators. These are collectively known as the electronic effects caused by the substituents. Halogens are exception that though they are electron withdrawing groups they are weak deactivators.
- The classification of the activators and deactivators can be summarized as follows –
Activators | Deactivators | ||||
Strong |
Moderate |
Weak |
Strong |
Moderate |
Weak |
-OH |
-NHCOR |
-R |
-NO2 |
-COR |
-X(HALOGENS) |
-NH2 | -NROR | -NR3 | -COH | ||
-O- | -OR | -CX3 | -COOR | ||
-NHR | -O-C=OR | -COOH | |||
-NR2 | -CONH2 | ||||
-SO3H | |||||
-CN |
- The substituents influence the position that is occupied by the electrophile. Activators enhance the electron density of the ring at the ortho- and para- position to them and direct the electrophile to occupy ortho and para positions. Deactivators decrease the electron density of the ring at the ortho- and para- position to them and direct the electrophile to occupy meta position. Exception is Halogens which are weak deactivators yet they are ortho para directors.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Q2: Group these solvents into either protic solvents or aprotic solvents.
Acetonitrile (CH3CN), H₂O, Acetic acid (CH3COOH), Acetone (CH3COCH3),
CH3CH2OH, DMSO (CH3SOCH3), DMF (HCON(CH3)2), CH3OH
Suppose the rate of evaporation in a hot, dry region is 1.76 meters per year, and the seawater there has a salinity of 35 ‰. Assuming a 93% yield, how much salt (NaCl) can be harvested each year from 1 km2 of solar evaporation ponds that use this seawater as a source?
help
Chapter 18 Solutions
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
Similar questions
- Explain why only the lone pairs on the central atom are taken into consideration when predicting molecular shapearrow_forward(ME EX1) Prblm #9/10 Can you explain in detail (step by step) I'm so confused with these problems. For turmber 13 can u turn them into lewis dot structures so I can better understand because, and then as well explain the resonance structure part. Thanks for the help.arrow_forwardProblems 19 and 20: (ME EX1) Can you please explain the following in detail? I'm having trouble understanding them. Both problems are difficult for me to explain in detail, so please include the drawings and answers.arrow_forward
- (ME EX1) Prblm #4-11 Can you please help me and explain these I'm very confused in detail please. Prblm number 9 I don't understand at all (its soo confusing to me and redraw it so I can better depict it).arrow_forwardME EX1) Prblm #19-20 I'm so confused with these problems. Can you please help me solve them and explain them? Problems number 19-20, and thanks! step by step and in detail for me please helparrow_forwardCalculate the flux of oxygen between the ocean and the atmosphere, given that: Temp = 18°C Salinity = 35 ppt Density = 1025 kg/m3 Oxygen concentration measured in bulk water = 263.84 mmol/m3 Wind speed = 7.4 m/s Oxygen is observed to be about 10% initially supersaturatedarrow_forward
- ( ME EX1) Prblm 27-28: Can you explain to me both prblms in detail and for prblm 28 what do you mean bi conjugated bi ponds and those structures I'm confused...arrow_forwardA. Determine the number of electrons in a system of cyclic conjugation (zero if no cyclic conjugation). B. Specify whether the species is "a"-aromatic, "aa"-anti-aromatic, or "na"-non-aromatic (neither aromatic nor anti-aromatic). (Presume rings to be planar unless structure obviously prevents planarity. If there is more than one conjugated ring, count electrons in the largest.) 1. A.Electrons in a cyclic conjugated system. 18 B.The compound is (a, aa, or na) a 2. A.Electrons in a cyclic conjugated system. 10 B.The compound is (a, aa, or na) naarrow_forwardWater is boiling at 1 atm pressure in a stainless steel pan on an electric range. It is observed that 2 kg of liquid water evaporates in 30 min. Find the rate of heat transfer to the water (kW).arrow_forward
- Could you please turn this into a complete Lewis dot structure formula for me so I can visualize it more clearly? and then do the explaining for the resonance structures that were given please.arrow_forwardCould you please turn this into a complete Lewis dot structure formula for me so I can visualize it more clearly? and then do the explaining for the question.arrow_forwardplease solve. If the answer is "no error" and it asks me to type something, and i typed a-helix, its always wrong.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