Exam 18: Aromatic Compounds
Exam 1: A Review of General Chemistry: Electrons, Bonds, and Molecular Properties86 Questions
Exam 2: Molecular Representations114 Questions
Exam 3: Acids and Bases72 Questions
Exam 4: Alkanes and Cycloalkanes66 Questions
Exam 5: Stereoisomerism94 Questions
Exam 6: Chemical Reactivity and Mechanisms86 Questions
Exam 7: Substitution Reactions103 Questions
Exam 8: Alkenes: Structure and Preparation Via Elimination Reactions76 Questions
Exam 9: Addition Reactions of Alkenes40 Questions
Exam 10: Alkynes161 Questions
Exam 11: Radical Reactions52 Questions
Exam 12: Synthesis55 Questions
Exam 13: Alcohols and Phenols71 Questions
Exam 14: Ethers and Epoxides; Thiols and Sulfides102 Questions
Exam 16: Nuclear Magnetic Resonance Spectroscopy90 Questions
Exam 15: Infrared Spectroscopy and Mass Spectrometry108 Questions
Exam 17: Conjugated Pi Systems and Pericyclic Reactions45 Questions
Exam 18: Aromatic Compounds79 Questions
Exam 19: Aromatic Substitution Reactions64 Questions
Exam 20: Aldehydes and Ketones97 Questions
Exam 21: Carboxylic Acids and Their Derivatives58 Questions
Exam 22: Alpha Carbon Chemistry: Enols and Enolates89 Questions
Exam 23: Amines65 Questions
Exam 24: Carbohydrates101 Questions
Exam 25: Amino Acids, Peptides, and Proteins99 Questions
Exam 26: Lipids82 Questions
Exam 27: Synthetic Polymers85 Questions
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Provide the structure of the major product(s)for the following reaction.



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(Multiple Choice)
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Correct Answer:
E
Classify the following compound as aromatic,antiaromatic,or nonaromatic.Explain your choice. 

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Correct Answer:
Antiaromatic
It is cyclic,planar,conjugated but does not follow Hückel's rule with 4 pairs of electrons
Classify the following compounds as aromatic,antiaromatic,or nonaromatic.Explain your choice. 

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The three isomers of dimethylbenzene are commonly named o-xylene,m-xylene,
p-xylene.These three isomers are difficult to distinguish using 1H NMR,but they can be easily identified using 13C NMR.Describe how 13C NMR distinguishes these three isomers.
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Using a Frost circle,draw the molecular orbital energy diagram for the cyclononatetraenyl cation
and predict if it is aromatic.

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Which of the following is another name for 4-chlorobenzaldehyde?
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Classify the following compound as aromatic,antiaromatic,or nonaromatic.Explain your choice. 

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Provide the structure(s)of the intermediate product(s)in the following reaction sequence. 

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Provide the structure of the major product(s)for the following reaction.



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Provide a structure for the compound with molecular formula C10H12O2 and with the following spectroscopic data.IR: 1680 cm−1,2750 cm−1,2850 cm−1
1H NMR: 1.1 (triplet,I=3H),3.5 (quartet,I=2H),4.5 (singlet,I=2H),7.3 (doublet,I=2H),7.7 (doublet,I=2H),9.9 (singlet,I=1H)
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The number of π electrons present in an antiaromatic compound:
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Classify the following compounds as aromatic,antiaromatic,or nonaromatic.Explain your choice. 

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