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Revision as of 00:44, 10 August 2013

Imidazolidine
Names
IUPAC name
Imidazolidine
Other names
Tetrahydroimidazole
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C3H8N2/c1-2-5-3-4-1/h4-5H,1-3H2 ☒N
    Key: WRYCSMQKUKOKBP-UHFFFAOYSA-N ☒N
  • InChI=1/C3H8N2/c1-2-5-3-4-1/h4-5H,1-3H2
    Key: WRYCSMQKUKOKBP-UHFFFAOYAC
  • N1CCNC1
Properties
C3H8N2
Molar mass 72.109
Supplementary data page
Imidazolidine (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Imidazolidine is a heterocyclic compound formally derived by the addition of four hydrogen atoms to imidazole. The intermediate, resulting from the addition of only two hydrogen atoms is called dihydroimidazole (imidazoline). The connection of imidazolidine to related compounds is indicated in the Figure.

Figure. Chemical relationship of imidazole to its reduced derivatives.

Formally, removal of the two hydrogens at carbon 2 (between the two nitrogens) would yield the carbene dihydroimidazol-2-ylidene. Derivatives of the latter comprise an important class of persistent carbenes.[1]

References

  1. ^ A. J. Arduengo, H. V. R. Dias, R. L. Harlow, and M. Kline (1992). "Electronic stabilization of nucleophilic carbenes". J. Am. Chem. Soc. 114 (14): 5530. doi:10.1021/ja00040a007.{{cite journal}}: CS1 maint: multiple names: authors list (link)