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Scalable Synthesis of 1,1-Diamino-2,2-dinitroethene Without Hazardous Intermediates or by-Products

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896331" target="_blank" >RIV/00216275:25310/13:39896331 - isvavai.cz</a>

  • Result on the web

    <a href="http://www.tandfonline.com/doi/abs/10.1080/07370652.2011.633964#.UrQfGbTtAg4" target="_blank" >http://www.tandfonline.com/doi/abs/10.1080/07370652.2011.633964#.UrQfGbTtAg4</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1080/07370652.2011.633964" target="_blank" >10.1080/07370652.2011.633964</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Scalable Synthesis of 1,1-Diamino-2,2-dinitroethene Without Hazardous Intermediates or by-Products

  • Original language description

    A process for the preparation of 1,1-diamino-2,2-dinitroethene suitable for scale-up was developed. The crucial features to allow scalability and enhance the process safety were the improved synthesis of 2-methoxy-2-methylimidazolidine-4,5-dione and itsconversion into 2-hydroxy-2-methylimidazolidine-4,5-dione. Its nitration produced 2-(dinitromethylidene)-imidazolidine-4,5-dione, whose hydrolysis into 1,1-diamino-2,2-dinitroethene was further improved. The described procedure yields no hazardous intermediates such as dinitromethane or 2-(dinitromethylidene)-5,5-dinitrodihydropyrimidine-4,6(1H,5H)-dione. Thus, the process safety was enhanced in comparison with the commercial production process starting from 2-methylpyrimidine-4,6-diol.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/OBEXPL2003001" target="_blank" >OBEXPL2003001: *Synthesis of Nitrocompounds for use in Energetic Materials**</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2013

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Journal of Energetic Materials

  • ISSN

    0737-0652

  • e-ISSN

  • Volume of the periodical

    31

  • Issue of the periodical within the volume

    2

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    13

  • Pages from-to

    87-99

  • UT code for WoS article

    000308132200001

  • EID of the result in the Scopus database