Monoheterocyclic parent hydrides

Structure Retained name Hantzsch-Widman name ChEBI

Mancude rings

furan oxole CHEBI:35559
thiophene thiole CHEBI:30856
selenophene selenole CHEBI:30857
tellurophene tellurole CHEBI:30858
2H-pyran 2H-oxine * CHEBI:35592
4H-pyran 4H-oxine * CHEBI:35593
1H-pyrrole 1H-azole CHEBI:19203
2H-pyrrole 2H-azole CHEBI:35558
3H-pyrrole 3H-azole CHEBI:35557
1H-pyrazole 1H-1,2-diazole CHEBI:17241
3H-pyrazole 3H-1,2-diazole CHEBI:38595
4H-pyrazole 4H-1,2-diazole CHEBI:38599
1H-imidazole 1H-1,3-diazole CHEBI:16069
4H-imidazole 4H-1,3-diazole CHEBI:51802
pyridine azine CHEBI:16227
pyridazine 1,2-diazine CHEBI:30954
pyrimidine 1,3-diazine CHEBI:16898
pyrazine 1,4-diazine CHEBI:30953

Saturated rings

pyrrolidine azolidine CHEBI:33135
pyrazolidine 1,2-diazolidine CHEBI:33138
imidazolidine 1,3-diazolidine CHEBI:33137
piperidine azinane CHEBI:18049
piperazine 1,4-diazinane CHEBI:28568
morpholine 1,4-oxazinane CHEBI:34856
thiomorpholine 1,4-thiazinane CHEBI:36392


* The H-W name ‘oxine’ is not recommended by IUPAC “because it is used as a trivial name for 8-quinolinol” [1, p. 413].
The H-W name ‘azine’ is not recommended by IUPAC “because of its long established use as a class name for =N–N= compounds” [1, p. 413].

Reference

  1. Powell, W.H. (1983) Revision of the extended Hantzsch-Widman system of nomenclature for heteromonocycles. Pure and Applied Chemistry 55, 409—416.

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