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    Chem0871 NamingOrganicCompoundsPractice

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    Siddanth Satish

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    Chem0871 NamingOrganicCompoundsPractice

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    Siddanth Satish
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    Chem0871-NamingOrganicCompoundsPractice

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    8 views3 pages

    Chem0871 NamingOrganicCompoundsPractice

    Uploaded by

    Siddanth Satish

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 3

    Chemistry 0871 Learning Centre

    Naming Organic Compounds Practice

    EXERCISES
    A. Identify the class of the following compounds. For any alkanes, alkenes, alkynes,
    aromatic compounds, carboxylic acids or alcohols, provide the IUPAC name of the
    molecule. For the four special monosubstituted benzenes, use the common name.
    1) I 8)
    Br CH3

    2) H2C CH3 9) H2C CH3


    H3C CH CH2CH2 CH3 H3C C C CH CHCH3
    H3C

    3) O 10) O
    H3C C CH2 CH3 H3C CH2CH2 CH2 CH

    4) Cl CH3 11) O
    H3C CH CH C CH2 CH2 CH2 CH3 HO C CH2CH2CH2 CH2 CH3
    CH3 CH2CH3

    5) CH 2CH 3 12) OH
    CH 2CH 3 H3C CH CH CH CH3
    CH3 H3C

    6) CH3 13) H3C


    H2C CH CH CH2 H3C C C C CH3
    CH3 CH3 CH2CH3

    7) O 14) H2C CH3

    H3C CH C O CH3 H3C CH CH O CH2 CH3


    CH3 CH3

    Authored by Emily Simpson


    This work is licensed under a Creative Commons Attribution 4.0 International License
    B. Draw the structural formulas for the following compounds:

    1) 1-pentene 7) 4-methylhexanoic acid

    2) 2-methyl-3-heptyne 8) 2,3-dichloro-4-ethyl-2-hexene

    3) 3-ethyl-4,5-dimethylpentane 9) 2,4-dinitrotoluene

    4) 2-ethyl-1-pentanol 10) 3-ethyl-2,3-dimethyl-2-pentanol

    5) m-bromophenol 11) 5-chloro-4-methyl-3-heptanone

    6) 3,3,6,6-tetraethyl-4-octyne 12) 3-phenyl-1-propyne

    C. Draw all possible open-chain structures for the following molecular formulas and
    name them:
    1) C5H12

    2) C5H10

    3) C3H8O

    This work is licensed under a Creative Commons Attribution 4.0 International License 2
    SOLUTIONS
    A. (1) aromatic compound: iodobenzene (2) alkane: 3-methylhexane (3) ketone
    (4) alkane/alkyl halide: 3-chloro-4-ethyl-2,4-dimethyloctane (5) aromatic compound:
    o-diethylbenzene or ortho-diethylbenzene (6) alkene: 3-methylpentene (7) ester
    (8) aromatic compound: p-bromotoluene or para-bromotoluene (9) alkyne:
    4-ethyl-5-methyl-2-hexyne (10) aldehyde (11) carboxylic acid: hexanoic acid
    (12) alcohol: 2,4-dimethyl-3-pentanol (13) alkene: 2,4,4-trimethyl-2-hexene
    (14) ether

    B. (1) H2C=CH−CH2−CH2−CH3 (2) H3C−CH−C≡C−CH2−CH2−CH3 (3) CH3


    CH3 H3C−CH2−CH−CH−CH2−CH3
    CH2−CH3
    (4) HO−CH2−CH−CH2−CH2−CH3 (5) OH (6) H3C−CH2 CH2−CH3
    CH2−CH3 H3C−CH2−C−C≡C−C−CH2−CH3
    Br H3C−CH2 CH2−CH3
    (7) O=C−CH2−CH2−CH−CH2−CH3 (8) Cℓ (9) CH3
    OH CH3 H3C−C=C−CH−CH2−CH3 NO2
    Cℓ CH2−CH3
    NO2
    (10) H3C CH3 (11) O (12)
    H3C−C−C−CH2−CH3 H3C−CH2−C−CH−CH−CH2−CH3
    HO CH2−CH3 H3C Cℓ HC≡C−CH2

    C. (1) pentane 2-methylbutane 2,2-dimethylpropane


    H3C−CH2−CH2−CH2−CH3 H3C−CH2−CH2−CH3 CH3
    CH3 H3C−CH2−CH3
    CH3

    (2) 1-pentene 2-pentene 2-methyl-1-butene


    H2C=CH−CH2−CH2−CH3 H3C−CH=CH−CH2−CH3 H2C=C−CH2−CH3
    CH3

    3-methyl-1-butene 2-methyl-2-butene
    H2C=CH−CH−CH3 H3C−C=CH−CH3
    CH3 CH3

    (3) 1-propanol 2-propanol methoxyethane (methyl ethyl ether)


    HO−CH2−CH2−CH3 H3C−CH−CH3 H3C−O−CH2−CH3
    OH

    This work is licensed under a Creative Commons Attribution 4.0 International License 3

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