Scribd Logo
Upload

Welcome to Scribd!

  • Amines Handbook

    Uploaded by

    Suhani Subrat
    7 views2 pages
    This document summarizes various methods for the preparation and reactions of amines: 1) Amines can be prepared through aminolysis, reduction of nitro compounds, Gabriel synthesis using potassium phthalimide, or the Hoffmann bromamide degradation. 2) Amines undergo substitution, elimination, acylation, alkylation, and oxidation reactions. Common tests to identify amines include the Hinsberg test using phenylsulfonyl chloride and the mustard oil test using mercury chloride. 3) Aniline is prepared through reduction of nitrobenzene or bromination followed by hydrolysis of bromobenzene. Aniline undergoes electrophilic aromatic substitution and Schotten-Baumann reactions.

    Original Description:

    Quick 5 minute revision of Amines

    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 various methods for the preparation and reactions of amines: 1) Amines can be prepared through aminolysis, reduction of nitro compounds, Gabriel synthesis using potassium phthalimide, or the Hoffmann bromamide degradation. 2) Amines undergo substitution, elimination, acylation, alkylation, and oxidation reactions. Common tests to identify amines include the Hinsberg test using phenylsulfonyl chloride and the mustard oil test using mercury chloride. 3) Aniline is prepared through reduction of nitrobenzene or bromination followed by hydrolysis of bromobenzene. Aniline undergoes electrophilic aromatic substitution and Schotten-Baumann reactions.

    Copyright:

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

    Amines Handbook

    Uploaded by

    Suhani Subrat
    This document summarizes various methods for the preparation and reactions of amines: 1) Amines can be prepared through aminolysis, reduction of nitro compounds, Gabriel synthesis using potassium phthalimide, or the Hoffmann bromamide degradation. 2) Amines undergo substitution, elimination, acylation, alkylation, and oxidation reactions. Common tests to identify amines include the Hinsberg test using phenylsulfonyl chloride and the mustard oil test using mercury chloride. 3) Aniline is prepared through reduction of nitrobenzene or bromination followed by hydrolysis of bromobenzene. Aniline undergoes electrophilic aromatic substitution and Schotten-Baumann reactions.

    Copyright:

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

    CHAPTER

    ALLEN Chemistry HandBook

    AMINES
    PREPARATION
    NH (Excess)
    H,C-CH-X H/HO - R-N=C=0
    -HX
    Aminolysis HO7H,O
    Gabriel ) NH Br KOH Hoffmann
    Phthalimide C-NH,IBromamide
    Synthesis i) KOH.CH,T H,o, HO
    INSR] (ii) H,0, H'
    CH NH
    NaHg)/EtOH
    R-CNHNioLiAIH./Et,ORCH,NH HN, H,S0
    R-C-OH
    H,O
    R-NH2

    R-NC- H,O Fe/HCl or H/Pd


    or Sn/HCI R-NO
    or SnCl2+HCI

    R-CH N-OH LiAlH,/Et O or Na/EtOH


    CHNH2
    H/Ni R-MgX

    REACTION
    HCI
    R-NH; C+ CHCI,KOH R-NC
    (Carbylamine test)

    CH,NH,
    R-NHCH,
    CH,Br [NSR]
    RCH NH2 HNO,/H R-OHH
    Alkylation But CH NH, CH,O-CH
    R-NH,

    R-NHCOCH,CHcoci sAE]
    R-NHCOCH,Base (Acylation EN-R
    TEST
    Reagent R-NH,(1) RNHI2) R,NI3) H,
    R-N-SO-Ph
    Ph-SOCl soluble
    H RN-$-Ph
    (Hinsberg
    reagent)
    NaOH
    O NaOH
    No reaction
    NH-SOPh
    R-N-SO-PhjNa nsoluble

    R-NH-C-SH RN-C-SH
    A/HgCl HgCla HgCLa
    No reaction
    KOH Ph-N-C-S+HgS
    Mustard
    oil test R-N-C-S+Hgs No reaction

    165
    ALLA
    ANILINE
    PREPARATION
    NO2
    Sn/HCl or Fe/HCI
    Reduction NaN,/A
    H,0

    OH
    NH,
    NH/ZnCly300°C C-NH2
    BrMg-

    O-C-NH
    Br/KOH
    Hofmann Bromoamide
    Degradation H,O O=C N

    REACTION

    H-CI
    Br,/HO Br
    or Br,/CS,
    Br
    ..
    HNNa CH C)O NHCOCH,
    Priden HNO,HS0,
    NHCOCH, NH
    OHer
    Pyridene 288K
    (Group Protection)
    NO NO,

    H- -
    NH2 NH2 NH NH,
    Conc.HNO,
    Base
    Schotten Baumann Readions Conc.H,SO4
    51%
    NO, 147%NO, 2%
    CI
    NH2 NH,
    Dipheny! Urea
    CI (4) H,C-C-CI NO
    ()HNO,+H,SO,/M,0*
    (Group Protection)
    NO2
    CHCI (1) Conc. HSO,
    NH,
    KOH
    (2)453-473K
    Carbylamine Test

    Friedel crafts reagent


    reActors

    166

    You might also like