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Di-tert-butyl iminodicarboxylate

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Origin: China

Cas No: 51779-32-9

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 51779-32-9 Formula: C10H19NO4 Molecular Weight: 217.26200

    Description

    Di-tert-butyl-iminodicarboxylate is an organic compound that can be described with the formula [(CH3)3COC(O)]2NH. It is a white solid that is soluble in organic solvents. The compound is used as a reagent for the preparation of primary amines from alkyl halides. It was popularized as an alternative to the Gabriel synthesis for the same conversion. Amines can also be prepared from alcohols by dehydration using the Mitsunobu reaction.
    In the usual implementation the reagent is deprotonated to give the potassium salt, which is N-alkylated. The Boc protecting groups are subsequently removed under acidic conditions.

    Basic Info

    Chemical Name Di-tert-butyl iminodicarboxylate
    Synonyms

    tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate;
    tert-Butyl iminodicarboxylate;
    N-Boc-tert-butylcarbamate;
    Iminodicarboxylic Acid Di-tert-butyl Ester;

    CAS No. 51779-32-9
    Molecular Formula C10H19NO4
    Molecular Weight 217.26200
    PSA 64.63000
    LogP 2.83710

    Properties

    Appearance & Physical State WHITE TO FAINT YELLOW POWDER
    Density 1.037 g/cm3
    Boiling Point 273.8ºC at 760 mmHg
    Melting Point 114-117ºC
    Flash Point 119.4ºC
    Refractive Index 1.442
    Storage Condition 2-8ºC

    Safety Info

    Safety Statements S26-S37/39
    HS Code 2925290090
    WGK Germany 3
    Risk Statements R36/37/38
    Hazard Codes Xi

    Synthesis Route

    carbonyl isocyanate isothiocyanate+tert-butanol→Di-tert-butyl iminodicarboxylate
    tert-butyl N-diazocarbamate→Di-tert-butyl iminodicarboxylate
    2-O-tert-butyl 1-O-ethyl oxalate→Di-tert-butyl iminodicarboxylate

    Precursor

    carbonyl isocyanate isothiocyanate
    2-O-tert-butyl 1-O-ethyl oxalate
    di-tert-butyl iminodicarboxylate potassium salt
    tert-butyl N-diazocarbamate

    Downstream Product

    2-(tert-Butoxycarbonylamino)-2-cyclopropylacetic acid
    N,N-Bis-Boc-N-Allylamine
    N-(Tert-Butoxycarbonyl)-2-Aminoacetonitrile
    3-(Aminomethyl)benzoic acid hydrochloride

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