Scribd Logo
Upload

Welcome to Scribd!

  • Amines

    Uploaded by

    GAMEPORIUM
    9 views2 pages
    This document summarizes several common reduction reactions: 1. The reduction of nitrobenzene involves first reducing it to an intermediate nitrobenzene then further reducing it to the product aniline. 2. The reduction of nitriles involves first reducing it to an intermediate cyanide then further reducing it to the product primary amine. 3. The reduction of amides involves first activating the carbonyl group then reducing it to an intermediate imine or carbinolamine and further reducing it to the product primary amine.

    Original Description:

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    Report this Document
    This document summarizes several common reduction reactions: 1. The reduction of nitrobenzene involves first reducing it to an intermediate nitrobenzene then further reducing it to the product aniline. 2. The reduction of nitriles involves first reducing it to an intermediate cyanide then further reducing it to the product primary amine. 3. The reduction of amides involves first activating the carbonyl group then reducing it to an intermediate imine or carbinolamine and further reducing it to the product primary amine.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Flag for inappropriate content
    Download as pdf or txt
    9 views2 pages

    Amines

    Uploaded by

    GAMEPORIUM
    This document summarizes several common reduction reactions: 1. The reduction of nitrobenzene involves first reducing it to an intermediate nitrobenzene then further reducing it to the product aniline. 2. The reduction of nitriles involves first reducing it to an intermediate cyanide then further reducing it to the product primary amine. 3. The reduction of amides involves first activating the carbonyl group then reducing it to an intermediate imine or carbinolamine and further reducing it to the product primary amine.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Flag for inappropriate content
    Download as pdf or txt
    of 2

    Mechanism Name Reagent Solvent/Catalyst Product

    a. Nitrobenzene
    a. Benzene a. HNO3/H2SO4
    Reduction of (intermediate)
    SE
    Nitrobenzene
    b. Nitrobenzene b. H2/Pd
    b. Aniline
    a. RCN
    a. NaCN
    (intermediate)
    a. RX
    Reduction of
    SN2 b. LiAlH4 (strong
    Nitriles b. Primary amine
    b. RCN RA) in
    (+1 more
    ether/H2O
    carbon always)
    a. SOCl2 or DCC
    (activate -OH
    a. RCOOH or to make it a
    other goof leaving
    derivatives group despite a. RCON
    Reduction of
    (acid halides, its acidity)
    Amides acid anhydrides) /NH3 (base) b. RCNH2

    b. RCON b. LiAlH4 (strong


    RA) in
    ether/H2O

    SNAcyl

    NH3 Primary amine

    Alkylation (all Reactive, thus can Difficult to form


    SN2 begins with RX continue to react NaOH with just NH3
    then forms the à) RNH2 Secondary amine
    R2NH Tertiary amine
    R3N Quarternary amine
    Axide (-N3)
    LiAlH4 in
    Primary amine
    Overalkylation is ether/H2O
    prevented
    a. Carbinolamine
    and Imine
    a. Aldehyde or
    a. NH3 intermediate
    Ketone
    Reductive b. H2/Ni b. Aldehyde:
    b. Carbinolamine
    Amination orNaBH4 primary
    and Imine
    (Weak RA) amine/Ketone:
    intermediate
    secondary
    amine

    You might also like