Scribd Logo
Upload

Welcome to Scribd!

    • 29 views

    PS2 Carboxylic Acids and Derivatives

    Uploaded by

    scarllee roger
    The document provides a problem set on carboxylic acids and their derivatives. It includes questions on arranging compounds by acid strength, writing a mechanism for an acid reaction involving oxygen-18, carrying out multi-step syntheses of compounds, deducing structures of compounds A-F, and identifying starting materials and reagents.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd

    PS2 Carboxylic Acids and Derivatives

    Uploaded by

    scarllee roger
    29 views2 pages
    The document provides a problem set on carboxylic acids and their derivatives. It includes questions on arranging compounds by acid strength, writing a mechanism for an acid reaction involving oxygen-18, carrying out multi-step syntheses of compounds, deducing structures of compounds A-F, and identifying starting materials and reagents.

    Original Description:

    Organic chemistry 2

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    The document provides a problem set on carboxylic acids and their derivatives. It includes questions on arranging compounds by acid strength, writing a mechanism for an acid reaction involving oxygen-18, carrying out multi-step syntheses of compounds, deducing structures of compounds A-F, and identifying starting materials and reagents.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    29 views2 pages

    PS2 Carboxylic Acids and Derivatives

    Uploaded by

    scarllee roger
    The document provides a problem set on carboxylic acids and their derivatives. It includes questions on arranging compounds by acid strength, writing a mechanism for an acid reaction involving oxygen-18, carrying out multi-step syntheses of compounds, deducing structures of compounds A-F, and identifying starting materials and reagents.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    You are on page 1of 2

    CHEM-2420

    Problem Set 2 - Carboxylic acid and its derivatives

    1. Arrange each of the following groups of compounds in order of increasing


    acid strength.
    a. Acetic acid, ethanol, formic acid
    b. Butanoic acid, 2-chlorobutanoic acid, 3-chlorobutanoic acid
    c. Sulfuric acid, 1-butyne, butanoic acid
    d. 1-butyne, 1-butanol, butane

    2. Heating acetic acid in an aqueous solution of oxygen-18 enriched water


    (H218O) slowly forms acetic acid, in which oxygen-18 is found in the oxygen
    atoms of the carbonyl group. Write a mechanism for this reaction.

    3. Carry out the following syntheses using the given starting materials and any
    other necessary reagents. Show all intermediate products.
    O O
    i OH O

    ii OH N

    O
    iii HO
    OH

    O O O
    iv
    OC2H5 H

    v O O O

    OC2H5 OH
    vi O
    OH
    OH
    Br

    vii O
    O
    OH

    vii O O
    H O

    ix O
    Br
    OH

    x CH3(CH2)3C≡CH CH3(CH2)3COOCH3

    4. Deduce the structures of compounds A to F.

    HBr, H2O (1) NaOC2H5, C2H5OH H2, Ni D


    A B C
    (2) H3O+ C9H10O2
    C9H10O3 C9H9BrO2

    (1) Mg, dry ether


    (2) CO2
    O SOCl2 (3) H3O+
    (1) LiAlH4 E
    F

    (2) H3O+

    You might also like