1. In electrophilic aromatic substitution reactions, the NITROgroup is: a. a met
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1. In electrophilic aromatic substitution reactions, the NITROgroup is: a. a meta-director since it destabilizes the meta-complex MORE than the ortho/para b. A meta-director since it destabilizes the meta- complex LESS than the ortho/para c. An ortho/para director since it stabilizes the ortho/para- complex MORE than the meta d. An ortho/para-director since it stabilizes the ortho/para- complex LESS than the meta e. None of these. 2. The nitration of anisole proceeds more_____ compared to thenitration of benzene and gives predominantly the _________product. a. rapidly; meta b. rapidly; ortho, para c. slowly; meta d. slowly; ortho, para e. ...or less, at the same rate; meta 3. The ALL cis [10] annulene is considered to be NOT AROMATICeven though it si conjugated and cyclic and therefore, in theserespects, similar to benzene. The annulene is not aromaticbecause... a. The macrocycle is too large to spread a conjugated-system over. b. The number of electorns is not a Huckelnumber. c. The planar conformation would require an excessive amountof angle (Baeyer) strain; the ALL CIS cannot achieveplanarity. d. All of the reasons are equally valid. e. None of the reasons apply 4. The two- trans [10] annulene is also said to benon-aromatic because..... a. The macrocycle is not quite cyclic due to the two"indentations" b. The number of electrons is not a Huckelnumber. c. The two interior hydrogens interfere with one another,preventing the molecule from achieving planarity d. All of the reasons are equally valid e. None of the reasons apply 5. Sulfuric acid catalyzes the nitration of benzene,converting nitric acid to _____, the electrophile. ________acts as a base in the second step of this electrophilic aromaticsubstitution, abstracting the proton from the -complex. a. NO3+ (nitrate); H2O (water) b. NO3+ (nitrate); SO4*2- (sulfate) c. NO (nitrous oxide); HSO4- (bisulfate) d. NO2+ (nitronium ion); HSO$- (bisulfate) e. None of these 6. In the bromination or chlorination of benzene, is the carbocation intermediate aromatic? Why or why not? [ both must beaccurate for the choice to be valid] a. Bromination: intermediate is aromatic,, but in chlorinationthe intermediate is not becuase bromination uses a powerful Lewisacid b. Both bromination and cholorination's intermediate isaromatic, since the loss of aromaticicty is energetically tooexpensive. c. neither bromination and chlorination's intermediate isaromatic, since both involve an sp3 intermediate which breaks thering continuity d. Neither is aromatic since both involve the temporary lossof two electrons to form the -complex e. Two of the above are accurate 7. Which of the following is the correct series of steps togive 3- bromoethylbenzene from benzene? a) 1. CH3CH2Cl/ AlCl3 2.Br2/FeBr3 3. Br2/hv b) 1. CH3CH2Cl/AlCl3 2.Br2/FeBr3 3. Br2/FeBr3 c) 1.Br2/FeBr3 2.CH3C=OBr/FeBr3 3.Zn-Hg/HCl d) CH3C=OCl/AlCl3 2.Br2/FeBr3 3. Zn-Hg/HCl e) None of these 8. Freidel-Crafts acylation are not prone topolyacylation becuase a. The catalytic Lewis acid can only be used once b. Unlike alkylations F.C. acylations just "dont want torearrange" c. The acyl grouup deactivates the ring d. All of the above are valid e. None of the above are valid 1. In electrophilic aromatic substitution reactions, the NITROgroup is: a. a meta-director since it destabilizes the meta-complex MORE than the ortho/para b. A meta-director since it destabilizes the meta- complex LESS than the ortho/para c. An ortho/para director since it stabilizes the ortho/para- complex MORE than the meta d. An ortho/para-director since it stabilizes the ortho/para- complex LESS than the meta e. None of these. 2. The nitration of anisole proceeds more_____ compared to thenitration of benzene and gives predominantly the _________product. a. rapidly; meta b. rapidly; ortho, para c. slowly; meta d. slowly; ortho, para e. ...or less, at the same rate; meta 3. The ALL cis [10] annulene is considered to be NOT AROMATICeven though it si conjugated and cyclic and therefore, in theserespects, similar to benzene. The annulene is not aromaticbecause... a. The macrocycle is too large to spread a conjugated-system over. b. The number of electorns is not a Huckelnumber. c. The planar conformation would require an excessive amountof angle (Baeyer) strain; the ALL CIS cannot achieveplanarity. d. All of the reasons are equally valid. e. None of the reasons apply 4. The two- trans [10] annulene is also said to benon-aromatic because..... a. The macrocycle is not quite cyclic due to the two"indentations" b. The number of electrons is not a Huckelnumber. c. The two interior hydrogens interfere with one another,preventing the molecule from achieving planarity d. All of the reasons are equally valid e. None of the reasons apply 5. Sulfuric acid catalyzes the nitration of benzene,converting nitric acid to _____, the electrophile. ________acts as a base in the second step of this electrophilic aromaticsubstitution, abstracting the proton from the -complex. a. NO3+ (nitrate); H2O (water) b. NO3+ (nitrate); SO4*2- (sulfate) c. NO (nitrous oxide); HSO4- (bisulfate) d. NO2+ (nitronium ion); HSO$- (bisulfate) e. None of these 6. In the bromination or chlorination of benzene, is the carbocation intermediate aromatic? Why or why not? [ both must beaccurate for the choice to be valid] a. Bromination: intermediate is aromatic,, but in chlorinationthe intermediate is not becuase bromination uses a powerful Lewisacid b. Both bromination and cholorination's intermediate isaromatic, since the loss of aromaticicty is energetically tooexpensive. c. neither bromination and chlorination's intermediate isaromatic, since both involve an sp3 intermediate which breaks thering continuity d. Neither is aromatic since both involve the temporary lossof two electrons to form the -complex e. Two of the above are accurate 7. Which of the following is the correct series of steps togive 3- bromoethylbenzene from benzene? a) 1. CH3CH2Cl/ AlCl3 2.Br2/FeBr3 3. Br2/hv b) 1. CH3CH2Cl/AlCl3 2.Br2/FeBr3 3. Br2/FeBr3 c) 1.Br2/FeBr3 2.CH3C=OBr/FeBr3 3.Zn-Hg/HCl d) CH3C=OCl/AlCl3 2.Br2/FeBr3 3. Zn-Hg/HCl e) None of these 8. Freidel-Crafts acylation are not prone topolyacylation becuase a. The catalytic Lewis acid can only be used once b. Unlike alkylations F.C. acylations just "dont want torearrange" c. The acyl grouup deactivates the ring d. All of the above are valid e. None of the above are validExplanation / Answer
1. b 2. b 3. c 4. c 5. d 6. e 7. d 8. cRelated Questions
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