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    Tutorial 8 Chapter 8: Carboxyl Compounds: Chm207 (Organic Chemistry)

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    Eqieyn Jerr
    This document provides an organic chemistry tutorial on carboxylic acid compounds. It includes questions asking students to name carboxylic acid compounds using IUPAC nomenclature, draw structural formulas, rank acid strengths, identify suitable reagents for reaction mechanisms, predict products of reactions involving carboxylic acids, and convert functional groups. The tutorial covers key concepts about carboxylic acids including nomenclature, acid strength, reactions such as esterification, hydrolysis, oxidation, and reduction.

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    Tutorial 8 Chapter 8: Carboxyl Compounds: Chm207 (Organic Chemistry)

    Uploaded by

    Eqieyn Jerr
    638 views4 pages
    This document provides an organic chemistry tutorial on carboxylic acid compounds. It includes questions asking students to name carboxylic acid compounds using IUPAC nomenclature, draw structural formulas, rank acid strengths, identify suitable reagents for reaction mechanisms, predict products of reactions involving carboxylic acids, and convert functional groups. The tutorial covers key concepts about carboxylic acids including nomenclature, acid strength, reactions such as esterification, hydrolysis, oxidation, and reduction.

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    Tutorial 8

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    This document provides an organic chemistry tutorial on carboxylic acid compounds. It includes questions asking students to name carboxylic acid compounds using IUPAC nomenclature, draw structural formulas, rank acid strengths, identify suitable reagents for reaction mechanisms, predict products of reactions involving carboxylic acids, and convert functional groups. The tutorial covers key concepts about carboxylic acids including nomenclature, acid strength, reactions such as esterification, hydrolysis, oxidation, and reduction.

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    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    638 views4 pages

    Tutorial 8 Chapter 8: Carboxyl Compounds: Chm207 (Organic Chemistry)

    Uploaded by

    Eqieyn Jerr
    This document provides an organic chemistry tutorial on carboxylic acid compounds. It includes questions asking students to name carboxylic acid compounds using IUPAC nomenclature, draw structural formulas, rank acid strengths, identify suitable reagents for reaction mechanisms, predict products of reactions involving carboxylic acids, and convert functional groups. The tutorial covers key concepts about carboxylic acids including nomenclature, acid strength, reactions such as esterification, hydrolysis, oxidation, and reduction.

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    CHM207 (ORGANIC CHEMISTRY)

    TUTORIAL 8
    CHAPTER 8: CARBOXYL COMPOUNDS
    1)

    Give the IUPAC names of the following compounds:


    a) CH3CH2CH(CH3)COOH
    b) CH3CHBrCOOH
    c) PhCH2COOH
    d) CH3COONa
    e) PhCH2CH2COOH
    f) CH3CH(CH3)CHBrCOOH
    g)

    COOH

    Cl

    h)
    O2N

    COOH
    NO2

    NO2

    i) HOOCCH2CH(CH3)CH2COOH

    2)

    Draw the structures of the following compounds:


    a) propanoic acid
    b) 2-cyclohexylpropanoic acid
    c) 4-aminobutanoic acid
    d) 3-phenylpentanoic acid
    e) 2-bromobutanoic acid
    f) m-chlorobenzoic acid
    g) 3-chloroheptanedioc acid

    CHM207 (ORGANIC CHEMISTRY)

    3)

    Rank the compounds in each set in order of increasing acid strength.


    a) CH3CH2COOH, CH3CHBrCOOH, CH3CBr2COOH
    b) CH3CH2CH2CHBrCOOH, CH3CH2CHBrCH2COOH,
    CH3CHBrCH2CH2COOH
    c) CH3CHCH2OOH , CH3CHCH2OOH , CH3CH2CH2OOH , CH3CHCH2OOH
    CN
    Cl
    NO2
    d) Phenol, ethanol, acetic acid
    e) benzoic acid, o-nitrobenzoic acid, m-nitrobenzoic acid

    4)

    Give the suitable reagents for the following reactions.


    a)

    O
    C OH

    b)

    C Cl

    O
    ?

    C OH

    c)

    CH2OH

    O
    ?

    C H

    C OH

    d)

    5)

    O
    ?

    CH3CH2CH2C OH

    CH3CH2CH2C ONa

    Predict the products of the following reactions:


    a)
    SOCl2
    COOH

    b)
    COOH

    i) LiAlH4
    +

    ii) H3O

    CHM207 (ORGANIC CHEMISTRY)

    c)

    COOH
    2-butanol

    CH3

    d)

    e)

    H+

    Na2Cr2O7 / H+

    CH2CH2CH2OH

    NH2
    KMnO4
    CH3

    f)

    C OH

    HO

    NH2
    CH3

    g)

    CH2COOH

    PCl5

    h) CH3COOH + (CH3)3CCOOH

    heat

    i)

    6)

    OH

    HO

    H+

    Show how to convert each of the following products using a suitable


    reagents and condition.
    i)
    ii)

    CH3CH2Cl

    CH3CH2COOH

    CH3

    O
    C

    iii)

    CH3CH2CH2OH

    NH2

    CH3CH2CH2COOH

    CHM207 (ORGANIC CHEMISTRY)

    7)

    The reaction scheme below shows the various reactions of compound W.


    Alcohol P
    (i)

    O
    Q

    NaOH

    OH

    SOCl2

    Compound W
    i) Propanol

    (ii)

    ii) H+

    OH

    Compound R

    a)
    b)

    Draw the structural formulae of compounds Q, S and T.


    Compound W can be prepared from alcohol P.
    i)
    Give the structural formula and IUPAC name for alcohol P.
    ii)
    Name the reaction that has occurred in reaction (i).
    iii)
    Give the condition(s) and reagent(s) needed for the reaction
    (i) to occur.

    c)

    For reaction (ii),


    i)
    give the reagent(s) needed for the reaction to occur.
    ii)
    name the reaction that has occurred.

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