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    First generation of pentazole (HN5, pentazolic acid), the final azole, and a zinc pentazolate salt in solution: A new N-dearylation of 1-(p-methoxyphenyl) pyrazoles, a 2-(p-methoxyphenyl) tetrazole and application of the methodology to 1-(p-methoxyphenyl) pentazole


    Butler, R. and Stephens, John C. and Burke, Luke A. (2003) First generation of pentazole (HN5, pentazolic acid), the final azole, and a zinc pentazolate salt in solution: A new N-dearylation of 1-(p-methoxyphenyl) pyrazoles, a 2-(p-methoxyphenyl) tetrazole and application of the methodology to 1-(p-methoxyphenyl) pentazole. Chemical Communications, 2003 (8). pp. 1016-1017. ISSN 1359-7345

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    Abstract

    Ceric ammonium nitrate (CAN) in methanol-water gave a new N-dearylation of a series of substituted 1-(p-methoxyphenyl) pyrazoles and a 2-(p-methoxyphenyl)tetrazole producing p-benzoquinone and the parent azole in a mole for mole ratio. Application of this reaction to 1-(p-methoxyphenyl) pentazole at -40 degrees C produced p-benzoquinone. 15N NMR spectra suggest that pentazole, HN5, was also produced and held in solution as N5- with Zn2+ ion. The 15N signal from N5- was -10.0 +/- 2.0 ppm in agreement with calculated values.

    Item Type: Article
    Keywords: pentazole (HN5, pentazolic acid); final azole; zinc pentazolate salt in solution; N-dearylation; 1-(p-methoxyphenyl) pyrazoles; 2-(p-methoxyphenyl) tetrazole; 1-(p-methoxyphenyl) pentazole;
    Academic Unit: Faculty of Science and Engineering > Chemistry
    Item ID: 7822
    Identification Number: https://doi.org/10.1039/B301491F
    Depositing User: Dr John Stephens
    Date Deposited: 27 Jan 2017 15:28
    Journal or Publication Title: Chemical Communications
    Publisher: Royal Society of Chemstry
    Refereed: Yes
    URI:

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