Nicotinonitrile

Nicotinonitrile
Names
	IUPAC name Pyridine-3-carbonitrile
Identifiers
CAS Number	100-54-9;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:86556;
ChEMBL	ChEMBL3181972;
ChemSpider	78;
ECHA InfoCard	100.002.603
EC Number	202-863-0
PubChem CID	79;
UNII	X64V0K6260;
	InChI InChI=1S/C6H4N2/c7-4-6-2-1-3-8-5-6/h1-3,5H Key: GZPHSAQLYPIAIN-UHFFFAOYSA-N;
	SMILES C1=CC(=CN=C1)C#N;
Properties
Chemical formula	C6H4N2
Molar mass	104.11 g·mol−1
Density	1.1590
Melting point	51 °C (124 °F; 324 K)
Boiling point	206.9 °C (404.4 °F; 480.0 K)
Vapor pressure	0.296 mm Hg
Structure[1]
Crystal structure	Monoclinic
Space group	P 21/c
Lattice constant	a = 3.808 Å, b = 13.120 Å, c = 10.591 Å α = 90°, β = 97.97°, γ = 90°
Lattice volume (V)	524
Formula units (Z)	4
Hazards
GHS pictograms
GHS signal word	Warning
GHS hazard statements	H302, H315, H319, H335
GHS precautionary statements	P261, P264, P270, P271, P280, P301+312, P302+352, P304+340, P305+351+338, P312, P321, P330, P332+313, P337+313, P362, P403+233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Nicotinonitrile or 3-cyanopyridine is organic compound with the formula NCC₅H₄N. The molecule consists of a pyridine ring with a nitrile group attached to the 3-position. It is a colorless solid. It is produced by ammoxidation of 3-methylpyridine:^[2]

H₃CC₅H₄N + NH₃ + 1.5 O₂ → NCC₅H₄N + 3 H₂O

Nicotinonitrile is used to manufacture the vitamin niacin.^[3]

References

↑ Kubiak, R.; Janczak, J.; Śledź, M. (June 2002). "Crystal structures of 2- and 3-cyanopyridine". Journal of Molecular Structure. 610 (1–3): 59–64. doi:10.1016/S0022-2860(02)00012-1.
↑ Abe, Nobuyuki; Ichimura, Hisao; Kataoka, Toshiaki; Morishita, Sinji; Shimizu, Shinkichi; Shoji, Takayuki; Watanabe, Nanao. (2007). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_399.
↑ Eggersdorfer, Manfred; Adam, Geo; John, Michael; Hähnlein, Wolfgang; Labler, Ludvik; Baldenius, Kai-U.; von dem Bussche-Hünnefeld, Linda; Hilgemann, Eckhard; Hoppe, Peter; Stürmer, Rainer; Weber, Fritz; Rüttimann, August; Moine, Gérard; Hohmann, Hans-Peter; Kurth, Roland; Paust, Joachim; Hähnlein, Wolfgang; Pauling, Horst; Weimann, Bernd-Jürgen; Kaesler, Bruno; Oster, Bernd; Fechtel, Ulrich; Kaiser, Klaus; de Potzolli, Bernd; Casutt, Michael; Koppe, Thomas; Schwarz, Michael; Weimann, Bernd-Jürgen; Hengartner, Urs; de Saizieu, Antoine; Wehrli, Christof; Blum, René (2000). Vitamins. Wiley-VCH Verlag GmbH & Co. KGaA. pp. 148–150. ISBN 3527306730.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[1] Kubiak, R.; Janczak, J.; Śledź, M. (June 2002). "Crystal structures of 2- and 3-cyanopyridine". Journal of Molecular Structure. 610 (1–3): 59–64. doi:10.1016/S0022-2860(02)00012-1.

[Ullmann-2] Abe, Nobuyuki; Ichimura, Hisao; Kataoka, Toshiaki; Morishita, Sinji; Shimizu, Shinkichi; Shoji, Takayuki; Watanabe, Nanao. (2007). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_399.

[3] Eggersdorfer, Manfred; Adam, Geo; John, Michael; Hähnlein, Wolfgang; Labler, Ludvik; Baldenius, Kai-U.; von dem Bussche-Hünnefeld, Linda; Hilgemann, Eckhard; Hoppe, Peter; Stürmer, Rainer; Weber, Fritz; Rüttimann, August; Moine, Gérard; Hohmann, Hans-Peter; Kurth, Roland; Paust, Joachim; Hähnlein, Wolfgang; Pauling, Horst; Weimann, Bernd-Jürgen; Kaesler, Bruno; Oster, Bernd; Fechtel, Ulrich; Kaiser, Klaus; de Potzolli, Bernd; Casutt, Michael; Koppe, Thomas; Schwarz, Michael; Weimann, Bernd-Jürgen; Hengartner, Urs; de Saizieu, Antoine; Wehrli, Christof; Blum, René (2000). Vitamins. Wiley-VCH Verlag GmbH & Co. KGaA. pp. 148–150. ISBN 3527306730.