2-Nitropropane Explained

2-Nitropropane (2-NP) is an organic compound with the formula . It is used as a solvent.[1] It is a colorless liquid and is classified as a nitro compound.

Preparation

2-Nitropropane is produced by the high-temperature vapor-phase nitration of propane, usually with impurities of 1-nitropropane. 2-Nitropropane is also produced as a volatile by-product that can be captured during Leonard's ring-closure hydantoin preparation.[2]

Uses

2-Nitropropane is used as a solvent or additive in inks, paints, adhesives, varnishes, polymers, resins, fuel, and coatings.[3] It is also used as a feedstock for other industrial chemicals,[3] and also in the synthesis of pharmaceuticals such as phentermine, chlorphentermine, and teclozan. It serves as an oxidant in the Hass–Bender oxidation process.

Safety

2-Nitropropane is a constituent of tobacco smoke.[4] Based on studies in animals, it is reasonably anticipated to be a human carcinogen[3] and it is listed as an IARC Group 2B carcinogen.[5]

Notes and References

  1. Encyclopedia: Markofsky, S. B. . Nitro Compounds, Aliphatic . Ullmann's Encyclopedia of Industrial Chemistry . 2000 . Wiley-VCH . Weinheim . 10.1002/14356007.a17_401.pub2 . 978-3527306732 .
  2. Alternative synthesis of the anti-baldness compound RU58841 . M. J. Leonard . A. R. Lingham . J. O. Niere . N. R. C. Jackson . P. G. McKay . H. M. Hϋgel . 55586351 . RSC Advances . 6 Mar 2014 . 4 . 27 . 14143–14148 . 10.1039/c4ra00332b. 2014RSCAd...414143L .
  3. Report on Carcinogens . 2-Nitropropane . Twelfth . 2011 . 300 . . 2012-06-13 . https://web.archive.org/web/20120120103345/http://ntp.niehs.nih.gov/ntp/roc/twelfth/profiles/Nitropropane.pdf . 2012-01-20.
  4. Talhout. Reinskje. Schulz. Thomas. Florek. Ewa. Van Benthem. Jan. Wester. Piet. Opperhuizen. Antoon. Hazardous Compounds in Tobacco Smoke. International Journal of Environmental Research and Public Health. 8. 12. 2011. 613–628. 1660-4601. 10.3390/ijerph8020613. 21556207. 3084482. free.
  5. Web site: Agents Classified by the IARC Monographs . 2012-06-13 . https://web.archive.org/web/20111025122327/http://monographs.iarc.fr/ENG/Classification/ClassificationsGroupOrder.pdf . 2011-10-25 . dead .

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