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Topic summary

Hydantoin

Hydantoin
Names Preferred IUPAC name
Imidazolidine-2,4-dione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.006.650KEGG
UNII
  • InChI=1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
    Key: WJRBRSLFGCUECM-UHFFFAOYSA-N
  • InChI=1/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
    Key: WJRBRSLFGCUECM-UHFFFAOYAD
  • O=C1NC(=O)NC1
Properties C3H4N2O2Molar mass100.077 g·mol Melting point220 °C (428 °F; 493 K) 39.7 g/l (100 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hydantoin, or glycolylurea, is a heterocyclicorganic compound with the formula CH2C(O)NHC(O)NH. It is a colorless solid that arises from the reaction of glycolic acid and urea. It is an oxidized derivative of imidazolidine. In a more general sense, hydantoins can refer to groups or a class of compounds with the same ring structure as the parent compound. For example, phenytoin (mentioned below) has two phenyl groups substituted onto the number 5 carbon in a hydantoin molecule.

Wikipedia source