Cyanoacetylene

Cyanoacetylene^[1]
Names
	Preferred IUPAC name Prop-2-ynenitrile
	Other names Propiolonitrile; Cyanoethyne; Monocyanoacetylene; 2-Propynenitrile
Identifiers
CAS Number	1070-71-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	13436 ;
PubChem CID	14055;
UNII	0TF7QM91EF ;
CompTox Dashboard (EPA)	DTXSID40147867 ;
	InChI InChI=1S/C3HN/c1-2-3-4/h1H Key: LNDJVIYUJOJFSO-UHFFFAOYSA-N ; InChI=1/C3HN/c1-2-3-4/h1H Key: LNDJVIYUJOJFSO-UHFFFAOYAB;
	SMILES C#CC#N;
Properties
Chemical formula	C3HN
Molar mass	51.048 g·mol−1
Melting point	5 °C (41 °F; 278 K)
Boiling point	42.5 °C (108.5 °F; 315.6 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Cyanoacetylene is an organic compound with the formula C₃HN or H−C≡C−C≡N. It is the simplest cyanopolyyne. Cyanoacetylene has been detected by spectroscopic methods in interstellar clouds,^[2] in the coma of comet Hale–Bopp and in the atmosphere of Saturn"s moon Titan,^[3] where it sometimes forms expansive fog-like clouds.^[4]

Cyanoacetylene is one of the molecules that was produced in the Miller–Urey experiment.^[5]

{\ce {H-C#C-H + H-C#N -> H-C#C-C#N + H2}}

References

^ Murahashi, Shunsuke; Takizawa, Takeo; Kurioka, Shohei; Maekawa, Seiji (1956). "Cyanoacetylene. I. The synthesis and some chemical properties". Nippon Kagaku Zasshi. 77 (11): 1689–1692. doi:10.1246/nikkashi1948.77.1689.1689-1692&rft.date=1956&rft_id=info:doi/10.1246/nikkashi1948.77.1689&rft.au=Murahashi,+Shunsuke&rft.au=Takizawa,+Takeo&rft.au=Kurioka,+Shohei&rft.au=Maekawa,+Seiji&rft_id=https://doi.org/10.1246%2Fnikkashi1948.77.1689&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">
^ Solomon, Philip M. (1973). "Interstellar molecules". Physics Today. 26 (3): 32–40. Bibcode:1973PhT....26c..32S. doi:10.1063/1.3127983.32-40&rft.date=1973&rft_id=info:doi/10.1063/1.3127983&rft_id=info:bibcode/1973PhT....26c..32S&rft.au=Solomon,+Philip+M.&rft_id=https://doi.org/10.1063%2F1.3127983&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">
^ H. B. Niemann; et al. (2005). "The abundances of constituents of Titan"s atmosphere from the GCMS instrument on the Huygens probe" (PDF). Nature. 438 (7069): 779–784. Bibcode:2005Natur.438..779N. doi:10.1038/nature04122. hdl:2027.42/62703. PMID 16319830. S2CID 4344046.779-784&rft.date=2005&rft_id=info:hdl/2027.42/62703&rft_id=https://api.semanticscholar.org/CorpusID:4344046#id-name=S2CID&rft_id=info:bibcode/2005Natur.438..779N&rft_id=info:pmid/16319830&rft_id=info:doi/10.1038/nature04122&rft.au=H.+B.+Niemann&rft_id=https://deepblue.lib.umich.edu/bitstream/2027.42/62703/1/nature04122.pdf&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">
^ de Lazaro, Enrico (November 11, 2015). "Cassini Detects Giant Cloud of Frozen Compounds on Saturn"s Moon Titan". Sci News.
^ Ehrenfreund, P.; Irvine, W.; Becker, L.; Blank, J.; Brucato, J. R.; Colangeli, L.; Derenne, S.; Despois, D.; Dutrey, A.; Fraaije, H.; Lazcano, A.; Owen, T.; Robert, F.; Issi-Team, an International Space Science Inst (2002). "Astrophysical and Astrochemical Insights into the Origin of Life". Reports on Progress in Physics. 65 (10): 1427–1487. Bibcode:2002RPPh...65.1427E. doi:10.1088/0034-4885/65/10/202.1427-1487&rft.date=2002&rft_id=info:doi/10.1088/0034-4885/65/10/202&rft_id=info:bibcode/2002RPPh...65.1427E&rft.aulast=Ehrenfreund&rft.aufirst=P.&rft.au=Irvine,+W.&rft.au=Becker,+L.&rft.au=Blank,+J.&rft.au=Brucato,+J.+R.&rft.au=Colangeli,+L.&rft.au=Derenne,+S.&rft.au=Despois,+D.&rft.au=Dutrey,+A.&rft.au=Fraaije,+H.&rft.au=Lazcano,+A.&rft.au=Owen,+T.&rft.au=Robert,+F.&rft.au=Issi-Team,+an+International+Space+Science+Inst&rft_id=https://digital.library.unt.edu/ark:/67531/metadc1406361/&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">

[1] Murahashi, Shunsuke; Takizawa, Takeo; Kurioka, Shohei; Maekawa, Seiji (1956). "Cyanoacetylene. I. The synthesis and some chemical properties". Nippon Kagaku Zasshi. 77 (11): 1689–1692. doi:10.1246/nikkashi1948.77.1689.1689-1692&rft.date=1956&rft_id=info:doi/10.1246/nikkashi1948.77.1689&rft.au=Murahashi,+Shunsuke&rft.au=Takizawa,+Takeo&rft.au=Kurioka,+Shohei&rft.au=Maekawa,+Seiji&rft_id=https://doi.org/10.1246%2Fnikkashi1948.77.1689&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">

[2] Solomon, Philip M. (1973). "Interstellar molecules". Physics Today. 26 (3): 32–40. Bibcode:1973PhT....26c..32S. doi:10.1063/1.3127983.32-40&rft.date=1973&rft_id=info:doi/10.1063/1.3127983&rft_id=info:bibcode/1973PhT....26c..32S&rft.au=Solomon,+Philip+M.&rft_id=https://doi.org/10.1063%2F1.3127983&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">

[3] H. B. Niemann; et al. (2005). "The abundances of constituents of Titan"s atmosphere from the GCMS instrument on the Huygens probe" (PDF). Nature. 438 (7069): 779–784. Bibcode:2005Natur.438..779N. doi:10.1038/nature04122. hdl:2027.42/62703. PMID 16319830. S2CID 4344046.779-784&rft.date=2005&rft_id=info:hdl/2027.42/62703&rft_id=https://api.semanticscholar.org/CorpusID:4344046#id-name=S2CID&rft_id=info:bibcode/2005Natur.438..779N&rft_id=info:pmid/16319830&rft_id=info:doi/10.1038/nature04122&rft.au=H.+B.+Niemann&rft_id=https://deepblue.lib.umich.edu/bitstream/2027.42/62703/1/nature04122.pdf&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">

[4] Lazaro, Enrico (November 11, 2015). "Cassini Detects Giant Cloud of Frozen Compounds on Saturn"s Moon Titan". Sci News.

[5] Ehrenfreund, P.; Irvine, W.; Becker, L.; Blank, J.; Brucato, J. R.; Colangeli, L.; Derenne, S.; Despois, D.; Dutrey, A.; Fraaije, H.; Lazcano, A.; Owen, T.; Robert, F.; Issi-Team, an International Space Science Inst (2002). "Astrophysical and Astrochemical Insights into the Origin of Life". Reports on Progress in Physics. 65 (10): 1427–1487. Bibcode:2002RPPh...65.1427E. doi:10.1088/0034-4885/65/10/202.1427-1487&rft.date=2002&rft_id=info:doi/10.1088/0034-4885/65/10/202&rft_id=info:bibcode/2002RPPh...65.1427E&rft.aulast=Ehrenfreund&rft.aufirst=P.&rft.au=Irvine,+W.&rft.au=Becker,+L.&rft.au=Blank,+J.&rft.au=Brucato,+J.+R.&rft.au=Colangeli,+L.&rft.au=Derenne,+S.&rft.au=Despois,+D.&rft.au=Dutrey,+A.&rft.au=Fraaije,+H.&rft.au=Lazcano,+A.&rft.au=Owen,+T.&rft.au=Robert,+F.&rft.au=Issi-Team,+an+International+Space+Science+Inst&rft_id=https://digital.library.unt.edu/ark:/67531/metadc1406361/&rfr_id=info:sid/en.wikipedia.org:Cyanoacetylene" class="Z3988">

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See also

References