Isocyanogen

Isocyanogen
Skeletal formula of icyanogen
Skeletal formula of icyanogen
Ball and stick model of isocyanogen
Ball and stick model of isocyanogen
Spacefill model of isocyanogen
Spacefill model of isocyanogen
Names
IUPAC name
Isocyanogen
Other names
Cyanoisocyanogen
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2N2/c1-4-2-3
    Key: NHFDIUPJVYYTLG-UHFFFAOYSA-N
  • [C-]#[N+]C#N
Properties
C
2N
2 or CNCN
Molar mass 52.034 g mol−1
Related compounds
Related compounds
 Cyanogen
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isocyanogen, also known as cyanoisocyanogen, is a carbon nitride as well as a metastable isomer of cyanogen which has also been detected in the interstellar medium.[1][2]

It is polar and is a ylide.

Isomers

Besides the obvious isomer cyanogen, it also has another isomer, diisocyanogen.[3]

The molecular structure of diisocyanogen

Diisocyanogen is the least stable of all C2N2 isomers, and it polymerizes in solution at temperatures above -30 degrees celsius; despite this, its synthesis has been achieved.[4][5]

However, unlike isocyanogen, it is nonpolar and has not been detected in the interstellar medium as of 2022.[6]

See also

References

  1. ^ Agúndez, M.; Marcelino, N.; Cernicharo, J. (2018-07-10). "Discovery of Interstellar Isocyanogen (CNCN): Further Evidence that Dicyanopolyynes are Abundant in Space". The Astrophysical Journal Letters. 861 (2): L22. arXiv:1806.10328. Bibcode:2018ApJ...861L..22A. doi:10.3847/2041-8213/aad089. ISSN 2041-8205. PMC 6120679. PMID 30186588.
  2. ^ Vastel, C.; Loison, J. C.; Wakelam, V.; Lefloch, B. (2019-05-01). "Isocyanogen formation in the cold interstellar medium". Astronomy & Astrophysics. 625: A91. arXiv:1904.07570. Bibcode:2019A&A...625A..91V. doi:10.1051/0004-6361/201935010. ISSN 0004-6361.
  3. ^ Nguyen, Minh Tho (1989-05-19). "Isocyanogen (NCNC) and diisocyanogen (CNNC): Structures and some spectroscopic properties". Chemical Physics Letters. 157 (5): 430–435. Bibcode:1989CPL...157..430N. doi:10.1016/0009-2614(89)87276-8. ISSN 0009-2614.
  4. ^ Maier, Günther; Reisenauer, Hans Peter; Eckwert, Jürgen; Sierakowski, Claudia; Stumpf, Thomas (1992). "Matrix Isolation of Diisocyanogen CNNC". Angewandte Chemie International Edition in English. 31 (9): 1218–1220. doi:10.1002/anie.199212181. ISSN 1521-3773.
  5. ^ van der Does, Thomas; Bickelhaupt, Friedrich (1988). "Diisocyanogen". Angewandte Chemie International Edition in English. 27 (7): 936–938. doi:10.1002/anie.198809361. ISSN 1521-3773.
  6. ^ Ritika; Kumar, Sanchit; Dhilip Kumar, T. J. (2022). "Electronic structure calculations and quantum dynamics of rotational deexcitation of CNNC by He". Physical Chemistry Chemical Physics. 24 (5): 2785–2793. Bibcode:2022PCCP...24.2785R. doi:10.1039/D1CP04273D. ISSN 1463-9076. PMID 35039815.
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