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Butler, R., 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: | 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 |
| Related URLs: | |
| URI: | https://mu.eprints-hosting.org/id/eprint/7822 |
| Use Licence: | This item is available under a Creative Commons Attribution Non Commercial Share Alike Licence (CC BY-NC-SA). Details of this licence are available here |
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