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Dulcin

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Dulcin
Names
IUPAC name (4-Ethoxyphenyl)urea
Other names Sucrol; Valzin
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.005.244 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
SMILES
  • CCOC1=CC=C(C=C1)NC(=O)N
Properties
Chemical formula C9H12N2O2
Molar mass 180.20 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Dulcin is an artificial sweetener about 250 times sweeter than sugar discovered in 1884 by Joseph Berlinerbau. It was first mass produced about seven years later. Despite the fact that it was discovered only five years after saccharin, it never enjoyed the latter compound’s market success. Still, it was an important sweetener of the early 20th century and had an advantage over saccharin in that it did not possess a bitter aftertaste.

Early medical tests marked the substance as safe for human consumption, and it was considered ideal for diabetics. However, an FDA study in 1951 raised many questions about its safety resulting in its removal from the market in 1954 after animal testing revealed unspecified carcinogenic properties.

Dulcin is also known by the names sucrol and valzin.

Phyllodulcin, a chemically unrelated compound, is naturally produced in the leaves of Hydrangea serrata, a native shrub in Japan and eastern Asia. Its leaves are used to make a herbal tea that is regionally popular.


References

  1. Goldsmith, R.H. (1987). "A tale of two sweeteners". J. Chem. Educ. 64 (11): 954–955. doi:10.1021/ed064p954.
  2. Bender, David A. (2005). A Dictionary of Food and Nutrition. Oxford University Press.
  3. Mami Ujihara, Masateru Shinozaki and Makoto Kato. 1995. Accumulation of phyllodulcin in sweet-leaf plants of Hydrangea serrata and its neutrality in the defense against a specialist leaf mining herbivore. Researches on Population Ecology 37: 249-257.

Additional reading

  • Hodges, L. 1973. Environmental pollution: a survey emphasizing physical and chemical principles. Holt, Rinehart and Winston Inc., New York.
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