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  • ChemicalBook--->CAS DataBase List--->563-70-2

    563-70-2

    563-70-2 Structure

    563-70-2 Structure
    IdentificationMore
    [Name]

    BROMONITROMETHANE
    [CAS]

    563-70-2
    [Synonyms]

    BROMONITROMETHANE
    bromonitro-methan
    Methane, bromonitro-
    nitrobromomethane
    Bromonitromethane, tech.
    Bromonitromethane, 90%,tech.
    Nitromethyl bromide
    [EINECS(EC#)]

    209-258-0
    [Molecular Formula]

    CH2BrNO2
    [MDL Number]

    MFCD00007401
    [Molecular Weight]

    139.94
    [MOL File]

    563-70-2.mol
    Chemical PropertiesBack Directory
    [Appearance]

    clear yellow liquid
    [Melting point ]

    -28 °C
    [Boiling point ]

    146-148 °C/750 mmHg (lit.)
    [density ]

    2.007 g/mL at 25 °C(lit.)
    [refractive index ]

    1.485-1.495
    [Fp ]

    4°C
    [solubility ]

    Chloroform (Soluble), DMSO (Sparingly), Ethyl Acetate (Slightly), Methanol (Slig
    [form ]

    Liquid
    [pka]

    7.22±0.29(Predicted)
    [color ]

    Clear yellow
    [Stability:]

    Light Sensitive, Volatile
    [CAS DataBase Reference]

    563-70-2(CAS DataBase Reference)
    [EPA Substance Registry System]

    Methane, bromonitro- (563-70-2)
    Safety DataBack Directory
    [Hazard Codes ]

    Xn-O,Xi,O
    [Risk Statements ]

    R8:Contact with combustible material may cause fire.
    R36/37/38:Irritating to eyes, respiratory system and skin .
    R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
    [Safety Statements ]

    S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
    S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
    S17:Keep away from combustible material .
    S36:Wear suitable protective clothing .
    [RIDADR ]

    3098
    [WGK Germany ]

    3
    [RTECS ]

    PA5360000
    [HazardClass ]

    5.1
    [PackingGroup ]

    III
    [HS Code ]

    29049095
    Hazard InformationBack Directory
    [Chemical Properties]

    Bromonitromethane is a clear yellow liquid, It is a strong oxidizing agent with properties similar to nitromethane.
    Bromonitromethane has been used:
    in production of various protected α-bromo nitroalkane donors (including Fmoc) for use in Umpolung amide synthesis.
    in preparation of (Z)-1-bromo-1-nitroalkenes via sodium iodide-catalyzed Henry reaction.
     in diastereo- and enantioselective cyclopropanation of β,γ-unsaturated a-ketoesters via domino Michael-addition/intramolecular-alkylation strategy.
    [Uses]

    Bromonitromethane has been used:
    • in production of various protected α-bromo nitroalkane donors (including Fmoc) for use in Umpolung amide synthesis
    • in preparation of (Z)-1-bromo-1-nitroalkenes via sodium iodide-catalyzed Henry reaction
    • in diastereo- and enantioselective cyclopropanation of β,γ-unsaturated a-ketoesters via domino Michael-addition/intramolecular-alkylation strategy
    [Uses]

    Bromonitromethane has received considerable attention as a one-carbon synthon for the synthesis of a variety of important organic intermediates.
    Bromonitromethane is a key starting material for the preparation of the broad-spectrum antibiotic trovafloxacin, which contains the interesting 3-azabicyclo[ 3.1.0]hexane ring system.
    it was used in the synthesis of 2-nitrobenzofuran and 2-nitro-2,3-dihydrobenzofuran-3-ols, nitrobenzo­thio-phenes, and nitrothiazoles, polyfunctionalized nitrocyclopropanes. It has also been utilized in the synthesis of 1-bromo-1-nitroalkan-2-ols and aryl nitromethanes. In addition, it could be used as a bromine donor.
    [Preparation]

    Bromonitromethane is commercially available and can also be easily prepared according to the procedures reported by Fishwick et al. A typical procedure is as following: freshly distilled nitromethane was stirred at 0℃ and bromine was dropped in 5 seconds. The resulted bromonitromethane could be used without further purification.
    Spectrum DetailBack Directory
    [Spectrum Detail]

    Bromonitromethane(563-70-2)1HNMR
    Bromonitromethane(563-70-2)13CNMR
    Bromonitromethane(563-70-2)IR1
    Bromonitromethane(563-70-2)Raman
    Well-known Reagent Company Product InformationBack Directory
    [Acros Organics]

    Bromonitromethane, tech., 90%(563-70-2)
    [Alfa Aesar]

    Bromonitromethane, tech. 90%(563-70-2)
    [Sigma Aldrich]

    563-70-2(sigmaaldrich)
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