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Picture of (1E)-1-methoxy-N-(triethylazaniumyl)sulfonylmethanimidate

(1E)-1-methoxy-N-(triethylazaniumyl)sulfonylmethanimidate

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Origin: China

CasNo: 29684-56-8

specification: 99%min

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  • Products Specification
  • Description
  • Property

    CAS No.: 29684-56-8 Formula: C8H18N2O4S Molecular Weight: 238.30500

    Description

    The Burgess reagent or methyl N-(triethylammoniumsulfonyl)carbamate was developed in the laboratory of Edward M. Burgess at Georgia Tech. It is a mild and selective dehydrating reagent often used in organic chemistry. It is used to convert secondary and tertiary alcohol with an adjacent proton into alkenes. Primary alcohols do not work well. The reagent is soluble in common organic solvents and alcohol dehydration takes place with syn elimination through an intramolecular elimination reaction. The Burgess reagent is a carbamate and an inner salt. A general mechanism is shown below.

    Basic Info

    Chemical Name (1E)-1-methoxy-N-(triethylazaniumyl)sulfonylmethanimidate
    Synonyms

    (Methoxycarbonylsulfamoyl)triethylammonium Hydroxide Inner Salt;
    (Methoxycarbonylsulfamoyl)triethylammonium hydroxide;
    MCSTA;
    Burgess's reagent;
    Methyl N-(Triethylammoniosulfonyl)carbamate;
    Burgess reagent;
    Burgess dehydration reagent;
    (Methoxycarbonylsulfamoyl)triethylammonium hydroxide,inner salt;

    CAS No. 29684-56-8
    Molecular Formula C8H18N2O4S
    Molecular Weight 238.30500
    PSA 68.82000
    LogP 2.32860

    Properties

    Appearance & Physical State off-white crystals
    Melting Point 76-79ºC
    Storage Condition -20ºC

    Safety Info

    Safety Statements S26-S37/39
    WGK Germany 3
    Risk Statements R36/37/38
    Hazard Codes Xi

    Synthesis Route

    methyl N-chlorosulfonylcarbamate+Triethylamine(1E)-1-methoxy-N-(triethylazaniumyl)sulfonylmethanimidate

    Precursor

    Triethylamine
    methyl N-chlorosulfonylcarbamate

    Downstream Product

    methyl N-hexylcarbamate
    tributyl(cyclohexen-1-yl)stannane
    N-BENZYLBENZAMIDE
    N-(benzylcarbamoyl)benzamide

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