5-Nitro-2-propoxyaniline

5-Nitro-2-propoxyaniline, also known as P-4000 and Ultrasüss, is about 4,000 times the intensity of sucrose (hence its alternate name, P-4000). It is an orange solid that is only slightly soluble in water. It is stable in boiling water and dilute acids. 5-Nitro-2-propoxyaniline was once used as an artificial sweetener but has been banned in the United States because of its possible toxicity.

5-Nitro-2-propoxyaniline[1]
Skeletal formula of 5-nitro-2-propoxyaniline
Space-filling model of the 5-nitro-2-propoxyaniline molecule
Names
Preferred IUPAC name
5-Nitro-2-propoxyaniline
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.008.228
UNII
  • InChI=1S/C9H12N2O3/c1-2-5-14-9-4-3-7(11(12)13)6-8(9)10/h3-4,6H,2,5,10H2,1H3 checkY
    Key: RXQCEGOUSFBKPI-UHFFFAOYSA-N checkY
  • InChI=1/C9H12N2O3/c1-2-5-14-9-4-3-7(11(12)13)6-8(9)10/h3-4,6H,2,5,10H2,1H3
    Key: RXQCEGOUSFBKPI-UHFFFAOYAU
  • [O-][N+](=O)c1ccc(OCCC)c(c1)N
Properties
C9H12N2O3
Molar mass 196.21 g/mol
Melting point 48 °C (118 °F; 321 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

In the US, food containing any added or detectable level of 5-nitro-2-propoxyaniline is deemed to be adulterated in violation of the act based upon an order published in the Federal Register of January 19, 1950 (15 FR 321).[2]

References
  1. Merck Index, 12th Edition, 6727.
  2. "FDA Code of Regulations". Archived from the original on 2020-09-18. Retrieved 2014-04-12.
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