why is anthracene more reactive than benzene

when the central ring opened, two benzene ring had been formed, this action leads to increase the stability (as we know the benzene . Legal. Why is there a voltage on my HDMI and coaxial cables? Marketing Strategies Used by Superstar Realtors. When applied to aromatic halides, as in the present discussion, this mechanism is called SNAr. In this instance, it is more beneficial than "the ring" symbolizing the delocalised electron system, as this helps you to account for the precise number of -electrons before the reaction (starting materials), during the reaction (the mechanism), and after the reaction (the product). The recent ability to manipulate and visualize single atoms at atomic level has given rise to modern bottom-up nanotechnology. Electrophilic substitution occurs at the "9" and "10" positions of the center ring, and oxidation of anthracene occurs readily, giving anthraquinone . Substituted benzene rings may also be reduced in this fashion, and hydroxy-substituted compounds, such as phenol, catechol and resorcinol, give carbonyl products resulting from the fast ketonization of intermediate enols. Accessibility StatementFor more information contact us atinfo@libretexts.orgor check out our status page at https://status.libretexts.org. Since N is less electronegative than O, it will be slightly more stable than O with that positive charge. d) Friedel-Crafts acylation of nitrobenzene readily gives a meta substitution product. Thus, A: Toluene is more reactive than benzene towards electrophilic substitution reaction. Browse other questions tagged, Start here for a quick overview of the site, Detailed answers to any questions you might have, Discuss the workings and policies of this site. Which carbon of anthracene are more reactive towards addition reaction? Aromatic electrophilic substitution: Aromatic electrophilic substitution is the reaction in which aromatic compounds undergo substitution reaction in the presence of an electrophile. 22: Arenes, Electrophilic Aromatic Substitution, Basic Principles of Organic Chemistry (Roberts and Caserio), { "22.01:_Nomenclature_of_Arenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.02:_Physical_Properties_of_Arenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.03:_Spectral_Properties_of_Arenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.04:_Electrophilic_Aromatic_Substitution" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.05:_Effect_of_Substituents_on_Reactivity_and_Orientation_in_Electrophilic_Aromatic_Substitution" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.06:_Orientation_in_Disubstituted_Benzenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.07:_IPSO_Substitution" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.08:_Substitution_Reactions_of_Polynuclear_Aromatic_Hydrocarbons" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.09:_Addition_Reactions_of_Arenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.10:_Oxidation_Reactions" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.11:_Sources_and_Uses_of_Aromatic_Hydrocarbons" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.12:_Some_Conjugated_Cyclic_Polyenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.13:_Fluxional_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22.E:_Arenes_Electrophilic_Aromatic_Substitution_(Exercises)" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, { "00:_Front_Matter" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "01:_Introduction_to_Organic_Chemistry" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "02:_Structural_Organic_Chemistry" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "03:_Organic_Nomenclature" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "04:_Alkanes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "05:_Stereoisomerism_of_Organic_Molecules" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "06:_Bonding_in_Organic_Molecules" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "07:_Other_Compounds_than_Hydrocarbons" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "08:_Nucleophilic_Substitution_and_Elimination_Reactions" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "09:_Separation_Purification_and_Identification_of_Organic_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "10:_Alkenes_and_Alkynes_I_-_Ionic_and_Radical_Addition_Reactions" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "11:_Alkenes_and_Alkynes_II_-_Oxidation_and_Reduction_Reactions._Acidity_of_Alkynes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "12:_Cycloalkanes_Cycloalkenes_and_Cycloalkynes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "13:_Polyfunctional_Compounds_Alkadienes_and_Approaches_to_Organic_Synthesis" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "14:_Organohalogen_and_Organometallic_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "15:_Alcohols_and_Ethers" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "16:_Carbonyl_Compounds_I-_Aldehydes_and_Ketones._Addition_Reactions_of_the_Carbonyl_Group" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "17:_Carbonyl_Compounds_II-_Enols_and_Enolate_Anions._Unsaturated_and_Polycarbonyl_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "18:_Carboxylic_Acids_and_Their_Derivatives" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "19:_More_on_Stereochemistry" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "20:_Carbohydrates" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "21:_Resonance_and_Molecular_Orbital_Methods" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "22:_Arenes_Electrophilic_Aromatic_Substitution" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "23:_Organonitrogen_Compounds_I_-_Amines" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "24:_Organonitrogen_Compounds_II_-_Amides_Nitriles_and_Nitro_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "25:_Amino_Acids_Peptides_and_Proteins" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "26:_More_on_Aromatic_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "27:_More_about_Spectroscopy" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "28:_Photochemistry" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "29:_Polymers" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "30:_Natural_Products_and_Biosynthesis" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "31:_Transition_Metal_Organic_Compounds" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "zz:_Back_Matter" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, 22.8: Substitution Reactions of Polynuclear Aromatic Hydrocarbons, [ "article:topic", "showtoc:no", "license:ccbyncsa", "autonumheader:yes2", "authorname:robertscaserio", "licenseversion:40" ], https://chem.libretexts.org/@app/auth/3/login?returnto=https%3A%2F%2Fchem.libretexts.org%2FBookshelves%2FOrganic_Chemistry%2FBasic_Principles_of_Organic_Chemistry_(Roberts_and_Caserio)%2F22%253A_Arenes_Electrophilic_Aromatic_Substitution%2F22.08%253A_Substitution_Reactions_of_Polynuclear_Aromatic_Hydrocarbons, \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}}}\) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash{#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\), status page at https://status.libretexts.org. ENERGY GAPS AS A FUNCTION OF VOLUME (AND ENTROPY). 22.8: Substitution Reactions of Polynuclear Aromatic Hydrocarbons. Why are aromatic compounds such as toluene and oxygenated hydrocarbons such as ethanol generally How are the aromatic rings represented? In the bromination of benzene using Br_2 and FeBr_3, is the intermediate carbocation aromatic? TimesMojo is a social question-and-answer website where you can get all the answers to your questions. Some aliphatic compounds can undergo electrophilic substitution as well. Why is anthracene important? Explained by FAQ Blog Phenanthrene is more stable than anthracene due to the larger stability of the -system of the former, which is more aromatic. Anthracene - Wikipedia is 84 Kcal/mol and for naphthalene and benzene rings are 61 and 36 Kcal/mol respectively. Naphthalene is more reactive towards electrophilic substitution reactions than benzene. These pages are provided to the IOCD to assist in capacity building in chemical education. This stabilization in the reactant reduces the reactivity (stability/reactivity principle). This apparent nucleophilic substitution reaction is surprising, since aryl halides are generally incapable of reacting by either an SN1 or SN2 pathway. The center ring has 4 pi electrons and benzene has 6, which makes it more reactive. Ch12 : EArS of heteroaromatics - Faculty of Science The kinetically favored C1 orientation reflects a preference for generating a cationic intermediate that maintains one intact benzene ring. The C1C2 bond is 1.36 long, whereas the C2C3 bond length is 1.42 . 125.Polycyclic aromatic hydrocarbons(2)- Azulene,Anthracene The product is cyclohexane and the heat of reaction provides evidence of benzene's thermodynamic stability. Anthracene, however, is an unusually unreactive diene. Once you have done so, you may check suggested answers by clicking on the question mark for each. Since the HOMO-LUMO gap gets smaller when the system gets larger, it's very likely that the gap is so small for pyrene that the resonance stabilization (which increases this gap) isn't enough to make it unreactive towards electrophilic addition. Is naphthalene more reactive than benzene? - TimesMojo This page titled 22.8: Substitution Reactions of Polynuclear Aromatic Hydrocarbons is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by John D. Roberts and Marjorie C. Caserio. Why anthracene is more reactive than phenanthrene? 22.8: Substitution Reactions of Polynuclear Aromatic Hydrocarbons Phenols are highly prone to electrophilic substitution reactions due to rich electron density. There are five double bonds remaining in conjugation, and you count one six-membered ring in the state of "a benzene ring" (the very left one). Furthermore, SN1, SN2 and E1 reactions of benzylic halides, show enhanced reactivity, due to the adjacent aromatic ring. Electrophilic substitution reactions take place more rapidly at C1, although the C2 product is more stable and predominates at equilibrium. This means that there is . Why does ferrocene undergo the acylation reaction more readily than Naphthalene is obtained from either coal tar or petroleum distillation and is primarily used to manufacture phthalic anhydride, but is also used in moth repellents. Substitution usually occurs more readily at the 1 position than at the 2 position because the intermediate for 1-substitution is more stable than that for 2-substitution. This is illustrated by clicking the "Show Mechanism" button next to the diagram. From heats of hydrogenation or combustion, the resonance energy of naphthalene is calculated to be 61 kcal/mole, 11 kcal/mole less than that of two benzene rings (2 * 36). What Is The Relationship Between Anthracene And Phenanthrene? Which is more reactive anthracene or naphthalene? The reactivity of benzene ring increases with increase in the electron density on it. What is anthracene oil? - walmart.keystoneuniformcap.com Mechanism - why slower than alkenes. We can see then that the HOMO-LUMO gap converges as the number of rings increases, i.e. I think this action refers to lack of aromaticity of this ring. Which is more reactive naphthalene or anthracene? to 30.5 Kcal/mol for naphthalene, 30.3 Kcal/mol for phen. Why is Phenanthrene more stable than Benzene & Anthracene? (PDF) Uptake and localization of gaseous phenol and p-cresol in plant Example 6 is interesting in that it demonstrates the conversion of an activating ortho/para-directing group into a deactivating meta-directing "onium" cation [NH(CH3)2(+) ] in a strong acid environment. Acylation is one example of such a reaction. It should now be apparent that an extensive "toolchest" of reactions are available to us for the synthesis of substituted benzenes. ISBN 0-8053-8329-8. Stability can be compared only for isomeric or related compounds or at best for unsaturated hydrocarbons it is comp. What are the oxidation products of , (i) a-Naphthoic acid (ii) Naphthol 14. PDF Protecting Groups In Organic Synthesis Pdf Surat.disdikbudmbangkab It is well-known that kinked phenacenes are more stable than their isomeric linear acenes, the archetypal example being phenanthrene that is more stable than anthracene by about 4-8 kcal/mol. From this, we could postulate that in general, the more extended the pi system, the less resonance stabilization is afforded. We have already noted that benzene does not react with chlorine or bromine in the absence of a catalyst and heat. In fact other fused polycyclic aromatic hydrocarbons react faster than benzene. Does anthracene react with maleic anhydride? Benzene has the molecular formula C 6 H 6 and is the simplest aromatic hydrocarbon. The mixed halogen iodine chloride (ICl) provides a more electrophilic iodine moiety, and is effective in iodinating aromatic rings having less powerful activating substituents. What is the polarity of anthracene compound? - Answers Is it suspicious or odd to stand by the gate of a GA airport watching the planes? The resonance stabilization power for each compound is again less than three times that of benzene, with that for anthracene being lower than . Aromatic hydrocarbons are cyclic, planar compounds that resemble benzene in electronic configuration and chemical behavior. The structure and chemistry of more highly fused benzene ring compounds, such as anthracene and phenanthrene show many of the same characteristics described above. The reactivity of benzene ring increases with increase in the e density on it, The group which increases the electron density on the ring, also increase the reactivity towards electrophilic substitution. The strongly activating hydroxyl (OH) and amino (NH2) substituents favor dihalogenation in examples 5 and six. How to notate a grace note at the start of a bar with lilypond? The first three examples have two similar directing groups in a meta-relationship to each other. As both these energies are less than the resonance energy of benzene, benzene is more stable than anthracene and phenanthrene. When the 9,10 position reacts, it gives 2 . MathJax reference. So attack at C-1 is favoured, because it forms the most stable intermediate. By clicking Post Your Answer, you agree to our terms of service, privacy policy and cookie policy. This two-step mechanism is characterized by initial addition of the nucleophile (hydroxide ion or water) to the aromatic ring, followed by loss of a halide anion from the negatively charged intermediate. This contrasts with the structure of benzene, in which all the CC bonds have a common length, 1.39 . Naphthalene is more reactive than benzene, both in substitution and addition reactions, and these reactions tend to proceed in a manner that maintains one intact benzene ring. The 1,2 bonds in both naphthalene and antracene are in fact shorter than the other ring bonds, whereas the 9,10 bond in phenanthrene closely resembles an alkene double bond in both its length and chemical reactivity. . PARTICIPATION OF HOMO & LUMO IN ELECTROPHILIC ADDITION. Due to this , the reactivity of anthracene is more than naphthalene. Why is maleic anhydride so reactive? Note that the butylbenzene product in equation 4 cannot be generated by direct Friedel-Crafts alkylation due to carbocation rearrangement. The reaction is sensitive to oxygen. The best answers are voted up and rise to the top, Not the answer you're looking for? But you can see in the above diagram that it isn't: From this, we could postulate that in general, the more extended the #pi# system, the less resonance stabilization is afforded. Water | Free Full-Text | Removal of Naphthalene, Fluorene and Here resonance energy per benzene ring decreases from 36 Kcal/mol for benzene to 30.5 Kcal/mol for naphthalene, 30.3 Kcal/mol for phenanthene and 28 Kcal/mol for anthracene. The kinetically favored C1 orientation reflects a preference for generating a cationic intermediate that maintains one intact benzene ring. Explain why polycyclic aromatic compounds like naphthalene and One of their figures, though small, shows the MOs of anthracene: Analogizing from the benzene MO diagram above, we can see that the MO configuration of anthracene depicted above resembles the benzene bonding MO configuration on the right (the one with one nodal plane, to the left of the rightmost pair of electrons in the MO diagram). When electron withdrawing groups such as N O 2 , C C l 3 are present on the benzene ring, they decrease the electron density of benzene ring and deactivate it towards electrophilic aromatic substitution reaction. How can we prove that the supernatural or paranormal doesn't exist? 1P Why is benzene less reactive tow [FREE SOLUTION] | StudySmarter What is the structure of the molecule named 3-hydroxy-4-isopropyltoluene? Case 3 reflects a combination of steric hindrance and the superior innate stabilizing ability of methyl groups relative to other alkyl substituents. Addition therefore occurs fairly readily; halogenation can give both 9,10-addition and 9-substitution products by the following scheme: Anthracene is even more reactive than phenanthrene and has a greater tendency to add at the 9,10 positions than to substituted. Several alternative methods for reducing nitro groups to amines are known. . organic chemistry - Why is it the middle ring of anthracene which The non-bonding valence electron pairs that are responsible for the high reactivity of these compounds (blue arrows) are diverted to the adjacent carbonyl group (green arrows). Is naphthalene more stable than benzene? - yourwiseinformation.com Anthracene is colorless but exhibits a blue (400-500 nm peak) fluorescence under ultraviolet radiation. Benzene is 150 kJ mol-1 more stable than expected. 4 Valence bond description of benzene. CH105: Chapter 8 - Alkenes, Alkynes and Aromatic Compounds - Chemistry Although it does so less readily than simple alkenes or dienes, benzene adds hydrogen at high pressure in the presence of Pt, Pd or Ni catalysts. study resourcesexpand_more. Why. Which is more reactive naphthalene or anthracene? How many of the following compounds are more reactive than benzene towards electrophilic substitution. This page titled Reactions of Fused Benzene Rings is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by William Reusch. Why is the phenanthrene 9 10 more reactive? . These reactions are described by the following equations. so naphthalene more reactive than benzene. How to use Slater Type Orbitals as a basis functions in matrix method correctly? The energy gaps (and thus the HOMO-LUMO gap) in any molecule are a function of the system volume and entropy. A smaller HOMO-LUMO gap means a more reactive system, despite it having resonance throughout. Why are azulenes much more reactive than benzene? - ECHEMI Accessibility StatementFor more information contact us atinfo@libretexts.orgor check out our status page at https://status.libretexts.org. the oxidation of anthracene (AN) to 9,10 . Is it possible to form an 8 carbon ring using a Diels-Alder reaction? Polycyclic aromatic hydrocarbons (PAHs) are a class of pervasive global environmental pollutants and adversely affect human health. Question 6. Why is thiophene more reactive than benzene? Anthracene Hazards & Properties | What is an Anthracene? | Study.com is a bicyclic fragrant hydrocarbon having a resonance stabilization power in line with ring moderately lower than that of benzene (36 kcal/mole). Benzene does not undergo addition reactions. Why haloarenes are less reactive than haloalkanes? Benzene is more susceptible to radical addition reactions than to electrophilic addition. If the substituents are identical, as in example 1 below, the symmetry of the molecule will again simplify the decision. { Characteristics_of_Specific_Substitution_Reactions_of_Benzenes : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Electrophilic_Aromatic_Substitution : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Electrophilic_Substitution_of_Disubstituted_Benzene_Rings : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Nucleophilic_Reactions_of_Benzene_Derivatives : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Reactions_of_Fused_Benzene_Rings : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Reactions_of_Substituent_Groups : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Substitution_Reactions_of_Benzene_Derivatives : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, { Benzene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Electrophilic_Substitution_of_Disubstituted_Benzene_Rings : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "Friedel-Crafts_Acylation" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "Halogenation_of_Benzene-The_Need_for_a_Catalyst" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Halogenation_of_Benzene_and_Methylbenzene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Modifying_the_Influence_of_Strong_Activating_Groups : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Nitration_and_Sulfonation_of_Benzene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Nitration_of_Benzene_and_Methylbenzene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Other_Reactions_of_Benzene_and_Methylbenzene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Reactions_of_Fused_Benzene_Rings : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Reactions_of_Substituent_Groups : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Substitution_Reactions_of_Benzene_and_Other_Aromatic_Compounds : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Substitution_Reactions_of_Benzene_Derivatives : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, [ "article:topic-category", "authorname:wreusch", "showtoc:no", "license:ccbyncsa", "licenseversion:40" ], https://chem.libretexts.org/@app/auth/3/login?returnto=https%3A%2F%2Fchem.libretexts.org%2FBookshelves%2FOrganic_Chemistry%2FSupplemental_Modules_(Organic_Chemistry)%2FArenes%2FReactivity_of_Arenes%2FBenzene%2FReactions_of_Fused_Benzene_Rings, \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}}}\) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash{#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\), Nucleophilic Reactions of Benzene Derivatives, status page at https://status.libretexts.org.

Can A Daca Recipient Buy A Gun In Colorado, Boyfriend Excludes Me From His Friends, Articles W