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7.E: Other Compounds than Hydrocarbons (Exercises)

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    83295
  • Exercise 7-1 Use Table 7-1 to classify each of the following compounds according to its principal functional group:

    a.

    b. \(\ce{H_2NCH_2CH_2OH}\)

    c. \(\ce{N \equiv CCH_2CH_2OH}\)

    d.

    e.

    f.

    g.

    h.

    Exercise 7-2 Translate each of the following structures into the proper IUPAC name. Take cognizance of the order of precedence in Table 7-1 and use alphabetical order in citing substituent groups.

    a. \(\ce{CH_3CH_2CH_2OH}\)

    b.

    c.

    d.

    e.

    f. \(\ce{CH_2=CH-C \equiv C-CH_2OH}\)

    g.

    h.

    Exercise 7-3 Translate each of the following names into the appropriate structural formulas. Show the stereochemistry when that is indicated.

    a. cyclopropanol
    b. 2,2-dimethyl-1-pentanol
    c. dicyclohexylmethanol
    d. cis-2-buten-1-ol
    e. tetramethoxymethane
    f. cis-3-methyl-2-pentenal
    g. trans-2-methylcyclohexanol
    h. meso-2,3-butanediol

    Exercise 7-4 Write systematic names for each of the following compounds:

    a.

    b.

    c.

    d.

    e.

    f.

    Exercise 7-5 Write structures corresponding to the following names:

    a. methyl phenyl ether
    b. 2-methoxyethanol
    c. 2-chloromethoxyethanol
    d. bis(2,2-difluoropropyl) ether
    e. 1,4-di-tert-butoxybenzene
    f. cis-1-propenyloxybenzene

    Exercise 7-6 Write appropriate names for each of the following structures. Indicate the stereochemistry where this is specified.

    a.

    b. \(\ce{HC \equiv C-CHO}\)

    c.

    d.

    e.

    f.

    g.

    Exercise 7-7 Write appropriate structures corresponding to the following names. Show stereochemistry where specified.

    a. 3-methyl-2-butanone
    b. 1-cyclopropyl-2-propen-1-one
    c. 2-oxopropanal
    d. ethenol (vinyl alcohol)
    e. \(D\)-2-hydroxy-3-pentanone
    f. cis-2,4-dimethylcyclobutanone

    Exercise 7-8 Write systematic names for each of the following structures:

    a. \(\ce{(CH_3)_3CCH_2CO_2H}\)

    b.

    c.

    d.

    e. \(\ce{(CH_2=CH-CO_2)_2Ca}\)

    f.

    Exercise 7-9 Give the systematic names for each of the following compounds:

    a.

    b.

    c.

    d.

    e.

    f.

    g.

    h.

    i.

    j.

    k.

    l.

    Exercise 7-10 Write appropriate structures for each of the following compounds. Show stereochemistry where specified.

    a. \(\ce{N}\)-methylmethanamide
    b. propanoic anhydride
    c. \(D\)-2-methylbutyl ethanoate
    d. methyl 2-methanoylpropanoate
    e. 3-ethanamidobenzenecarboxylic acid
    f. \(D\)-1-methylpropyl-\(L\)-2-hydroxypropanoate

    Exercise 7-11 Determine the systematic names for the following compounds:

    a. \(\ce{CH_2=CHCH_2CH_2NH_2}\)

    b. \(\ce{CH_3CH_2CH_2N(CH_3)_2}\)

    c.

    d. \(\ce{CH_3CONHCH_2CH_2NH_2}\)

    e.

    f.

    Exercise 7-12 Determine the systematic names for each of the following compounds:

    a. \(\ce{(CH_3)_2CHCH_2CN}\)

    b.

    c. \(\ce{NCCH_2CH_2CH_2CH_2CN}\)

    d.

    e.

    Exercise 7-13 Name each of the following compounds using systematic nomenclature:

    a.

    b.

    c.

    d. \(\ce{BrCH_2CH_2OCH=CH_2}\)

    e.

    f.

    g.

    h.

    i.

    j.

    k. \(\ce{CH \equiv CCH_2CN}\)

    l.

    m.

    Exercise 7-14 Write structural formulas for each of the following substances:

    a. 2-methyl-3-buten-2-ol
    b. 2,3-dibromopropanoic acid
    c. methyl cyclohexanecarboxylate
    d. 2-hexanal
    e. trans-3-ethenyl-2-hepten-6-ynal
    f. 4-chloro-2-cyclohexenecarbaldehyde
    g. (4-methanoylphenyl)ethanoic acid
    h. 4-pentyn-2-one
    i. cyclopentanecarbonyl chloride
    j. cis-2-methyl-2-butenyl benzenecarboxylate
    k. 3-nitrobenzenamine
    l. butanedioic anhydride
    m. 2-butenamide
    n. heptanenitrile
    o. 3-methylamino-2-oxopentanoic acid
    p. phenoxyethanamide
    q. \(\ce{N}\)-butylphenylmethanamine
    r. \(\ce{N}\)-butyl-\(\ce{N}\)-methylbenzenamine

    Contributors

    • John D. Robert and Marjorie C. Caserio (1977) Basic Principles of Organic Chemistry, second edition. W. A. Benjamin, Inc. , Menlo Park, CA. ISBN 0-8053-8329-8. This content is copyrighted under the following conditions, "You are granted permission for individual, educational, research and non-commercial reproduction, distribution, display and performance of this work in any format."