词条 | Dihydroimidazol-2-ylidene |
释义 |
| Watchedfields = changed | verifiedrevid = 430772414 | ImageFile = Dihydroimidazol-2-ylidene.png | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 121 | ImageName = Skeletal formula of dihydroimidazol-2-ylidene | IUPACName = 1,3,4,5-tetrahydroimidazole | SystematicName = Imidazolidin-2-ylidene{{Citation needed|date = May 2011}} |Section1={{Chembox Identifiers | ChemSpiderID = 11350507 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | PubChem = 60208178 | SMILES = [C]1NCCN1 | StdInChI = 1S/C3H6N2/c1-2-5-3-4-1/h4-5H,1-2H2 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | InChI = 1/C3H6N2/c1-2-5-3-4-1/h4-5H,1-2H2 | StdInChIKey = JKQUEGZDRZXJNY-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | InChIKey = JKQUEGZDRZXJNY-UHFFFAOYAT}} |Section2={{Chembox Properties | C=3 | H=6 | N=2 }} }} Dihydroimidazol-2-ylidene is a hypothetical organic compound with formula C3H6N2. It would be a heterocyclic compound, formally derived from imidazolidine with two hydrogen atoms removed from carbon number 2, leaving two vacant chemical bonds — which makes it a carbene. Although carbenes in general are extremely short-lived, some derivatives of this compound are surprisingly stable, and form an important class of the persistent carbenes. They include the first stable carbenes postulated (but not isolated) by Hans-Werner Wanzlick around 1960.[1][2][3] They also include an example of the (saturated) imidazolin-2-ylidene (carbene) reported by A.J. Arduengo in 1995.[4] References1. ^{{cite journal |title = Ein neuer Zugang zur Carben-Chemie |author = H.-W. Wanzlick and E. Schikora |journal = Angewandte Chemie |volume = 72 |issue = 14 |pages = 494 |year = 1960 |doi = 10.1002/ange.19600721409}} {{DEFAULTSORT:Dihydroimidazol-2-Ylidene}}{{heterocyclic-stub}}2. ^ {{cite journal |title = Ein nucleophiles Carben |author = H.-W. Wanzlick and E. Schikora |journal = Chemische Berichte |volume = 94 |issue = 9 |pages = 2389–2393 |year = 1960 |doi = 10.1002/cber.19610940905}} 3. ^ {{cite journal|author = H.-W. Wanzlick|journal = Angew. Chem. Int. Ed. Engl.|year = 1962|volume = 1|pages = 75|doi = 10.1002/anie.196200751|title = Aspects of Nucleophilic Carbene Chemistry|issue = 2}} 4. ^ {{cite journal|author = A. J. Arduengo, III, H. V. R. Dias, R. L. Harlow, and M. Kline|title = Electronic stabilization of nucleophilic carbenes|journal = J. Am. Chem. Soc.|year = 1992|volume = 114|pages = 5530|doi = 10.1021/ja00040a007|issue = 14}} 3 : Carbenes|Imidazolines|Hypothetical chemical compounds |
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