Scribd Logo
Upload

Welcome to Scribd!

  • 320 views

    Structure and Reactions

    Uploaded by

    Shankar Raja
    The document contains questions from Dr. Caroline Clower's Chemistry 2412 class on aromatic molecules, their structures and reactions. It asks students to name and classify aromatic compounds, predict products of reactions involving aromatics, provide reagents to complete reaction schemes, and answer multiple choice questions testing understanding of electrophilic aromatic substitution reactions and directing effects of substituents.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd

    Structure and Reactions

    Uploaded by

    Shankar Raja
    320 views5 pages
    The document contains questions from Dr. Caroline Clower's Chemistry 2412 class on aromatic molecules, their structures and reactions. It asks students to name and classify aromatic compounds, predict products of reactions involving aromatics, provide reagents to complete reaction schemes, and answer multiple choice questions testing understanding of electrophilic aromatic substitution reactions and directing effects of substituents.

    Copyright

    © Attribution Non-Commercial (BY-NC)

    Available Formats

    DOC, PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    The document contains questions from Dr. Caroline Clower's Chemistry 2412 class on aromatic molecules, their structures and reactions. It asks students to name and classify aromatic compounds, predict products of reactions involving aromatics, provide reagents to complete reaction schemes, and answer multiple choice questions testing understanding of electrophilic aromatic substitution reactions and directing effects of substituents.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd
    Download as doc, pdf, or txt
    320 views5 pages

    Structure and Reactions

    Uploaded by

    Shankar Raja
    The document contains questions from Dr. Caroline Clower's Chemistry 2412 class on aromatic molecules, their structures and reactions. It asks students to name and classify aromatic compounds, predict products of reactions involving aromatics, provide reagents to complete reaction schemes, and answer multiple choice questions testing understanding of electrophilic aromatic substitution reactions and directing effects of substituents.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd
    Download as doc, pdf, or txt
    of 5

    Dr.

    Caroline Clower Chemistry 2412 Aromatic Molecules: Structure and Reactions

    1. Name or draw structures for the following compounds.

    (a)

    (b)

    Ph

    OH

    (c)
    Br

    CH3

    (d)
    HO

    CHO

    (e)

    (f) m-fluoronitrobenzene

    (g) (3R, 4R)-4-methyl-3-phenylnonane

    (h) p-Ethylphenol

    (i) aniline

    (j) cis-1-methyl-3-phenylcyclohexane

    Dr. Caroline Clower Chemistry 2412 Aromatic Molecules: Structure and Reactions 2.

    Classify each of the following compounds as aromatic, antiaromatic, or nonaromatic.

    (a)

    (b)

    (c)

    (d)

    (e)
    N H

    OH

    (f)
    O

    (g)

    [18]annulene

    Dr. Caroline Clower Chemistry 2412 Aromatic Molecules: Structure and Reactions

    3. Predict the major organic product(s) of each of the following reactions. If no reaction will occur, write N.R.
    NO2

    (a)

    CH3Cl AlCl3

    (b)

    Cl2 FeCl3

    (c)

    HNO3 H2SO4

    4. Provide reagents by each arrow below to complete the following reaction scheme.
    Br

    OH

    Dr. Caroline Clower Chemistry 2412 Aromatic Molecules: Structure and Reactions

    5. (i) Draw the major product of the following reaction.

    HNO3 H2SO4

    Draw the major product formed from the reaction of the compound you drew in part (i) with another electrophile (E+).
    (ii)

    (iii) Draw the intermediate of the reaction described in part (ii). Include all valid, contributing resonance structures of this intermediate in your answer.

    (iv) Explain why the isomer you drew in part (ii) is the major product of this reaction (rather than any other isomers).

    Dr. Caroline Clower Chemistry 2412 Aromatic Molecules: Structure and Reactions

    6. Circle the letter that corresponds to the correct answer for each question. There is only one correct answer for each question. (i) isopropylbenzene? A. B. C. D. Which of the statements is TRUE regarding the nitration reaction of

    A 50:50 mixture of ortho and para products will be formed. A greater amount of the para product will be formed. A greater amount of the ortho product will be formed Only the meta product will be formed. Which of the following compounds would undergo the fastest Friedel-

    (ii) Crafts reaction? A. B. C. D. Nitrobenzene Aniline Benzaldehyde Benzene

    (iii) Which of the following sets of substituents are ALL ortho/para directing groups in electrophilic aromatic substitution?
    A. B. C. D.

    Cl, CN, NO2 CH3, OCH3, C(O)CH3 Cl, NH2, CH3 CN, NO2, C(O)CH3

    7.

    Aniline reacts with nitrous acid, HNO2, to yield a stable diazonium salt.

    This diazonium salt undergoes electrophilic aromatic substitution on activated aromatic rings to yield brightly colored azo compounds that are widely used as dyes. The intermediate structures for the mechanism of this reaction are given below. Show all electron flow with arrows for this mechanism on the structures provided.

    You might also like