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5-Nitro-2-propoxyaniline

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5-Nitro-2-propoxyaniline[1]
Skeletal formula of 5-nitro-2-propoxyaniline
Space-filling model of the 5-nitro-2-propoxyaniline molecule
Names
IUPAC name
5-Nitro-2-propoxyaniline
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.008.228 Edit this at Wikidata
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 ?)

5-Nitro-2-propoxyaniline, also known as P-4000 and Ultrasüss, is one of the strongest sweet-tasting substances known, 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.

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