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ELECTROPHILIC AROMATIC SUBSTITUTION ... - …
750 CHAPTER 16 THE CHEMISTRY OF BENZENE AND ITS DERIVATIVESThis hybridization allows one of its electron pairs to occupy a 2porbital, which has the samesize, shape, and orientation as the carbon 2porbitals of the ring. In other words, an oxygen 2porbital overlaps more effectively with the carbon 2porbitals of the ring than an oxygen sp3or-bital would. (We learned about the same effect in resonance-stabilized allylic systems; p. 713).The UV spectrum of anisole is a direct consequence of this (a) Explain why compound Ahas a UV spectrum with considerably greater lmaxvalues andintensities than are observed for ethylbenzene.(b) In view of your answer to part (a), explain why the UV spectra of compounds Band Carevirtually How could you distinguish styrene (PhLCHACH2) from ethylbenzene by UV spec-troscopy? AROMATIC SUBSTITUTION REACTIONS OF BENZENEThe most characteristic reaction of benzene and many of its derivatives is ELECTROPHILIC aro-matic SUBSTITUTION .
16.4 ELECTROPHILIC AROMATIC SUBSTITUTION REACTIONS OF BENZENE 755 Step 2 Reaction of the benzene p electrons with the electrophile to form a carbocation inter- mediate. (Notice that either of the oxygens can accept the electron pair.) Step 3 Loss of a proton from the carbocation to give a new aromatic compound. Nitration is …
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ELECTROPHILIC AROMATIC SUBSTITUTION, ELECTROPHILIC AROMATIC SUBSTITUTION REACTIONS OF, Electrophilic substitution, Benzene, Electrophilic, Substitution, Organi II Mechanisms, Reactions of Aromatic Compounds, Organic Reactions andOrganic Reactions and Their, Substitution Reactions of Aromatic Compounds, Overview of Carbonyl Compounds. CO. No leaving