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The Simplest, Isolable, Alkynyl Isocyanate HC≡CNCO: Synthesis and Characterization.
- Source :
-
Angewandte Chemie . 11/25/2019, Vol. 131 Issue 48, p17437-17441. 5p. - Publication Year :
- 2019
-
Abstract
- Alkynyl isocyanates have been postulated as highly reactive intermediates in synthetic chemistry. Herein, the parent molecule HC≡CNCO is isolated for the first time. In sharp contrast to the previously reported short lifetime (ca. 15 s) at room temperature, we found that HC≡CNCO has a lifetime of 55 h in the gas phase (2 mbar, 300 K) with a melting point of −79.5 °C and vaporization enthalpy (ΔHvap) of 23.1(1) kJ mol−1. Apart from the IR (gas, solid, and matrix), 1H and 13C NMR, and UV/Vis spectroscopic characterization, its photoisomerization with a acylnitrene HC≡CC(O)N and cyanoketene NCC(H)CO has been observed. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 131
- Issue :
- 48
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 139725912
- Full Text :
- https://doi.org/10.1002/ange.201911102