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Mark Mascal; Nema Hafezi; Nabin K. Meher & James C. Fettinger (2008). "Oxatriquinane and
Oxatriquinacene: Extraordinary Oxonium Ions".
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Oxatriquinacene was obtained in 2008 by Mascal and coworkers, through a variant of the synthesis that led them to oxatriquinane.
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Oxatriquinacene has remarkable stability compared to other oxonium cations, although not as extreme as that of the similar
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420:"Taming Alkyl Oxonium Ions: Fused tricyclic structure stabilizes famously reactive alkylating agents"
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ring, forming three fused pentagonal cycles. The compound may possess weak
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Except where otherwise noted, data are given for materials in their
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InChI=1S/C9H9O/c1-2-8-5-6-9-4-3-7(1)10(8)9/h1-9H/q+1/t7-,8+,9-
172:
InChI=1/C9H9O/c1-2-8-5-6-9-4-3-7(1)10(8)9/h1-9H/q+1/t7-,8+,9-
330:. It reacts with water, but can be dissolved in
334:. It is of interest as a possible precursor to
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65:)-4a,6a-Dihydro-2aλ-oxacyclopentapentalen-2a(2a
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338:, a hypothetical neutral aromatic species.
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385:Journal of the American Chemical Society
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418:Rachel Petkewich (September 29, 2008).
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165:Key: YQBOZXASCNTXGC-AYMMMOKOSA-N
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485:Heterocyclic compounds with 3 rings
175:Key: YQBOZXASCNTXGC-AYMMMOKOBA
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451:"Oxonium ions: Ring of stability"
351:Triethyloxonium tetrafluoroborate
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245:(at 25 °C , 100 kPa).
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424:Chemical and Engineering News
449:Tim Reid (3 October 2008).
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436:10.1021/cen-v086n039.p010
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303:, with a tricoordinated
235:133.167
49:Preferred IUPAC name
490:Oxygen heterocycles
391:(41): 13532–13533.
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249:Infobox references
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495:Oxonium compounds
397:10.1021/ja805686u
321:tris-homoaromatic
257:Chemical compound
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95:Interactive image
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464:10.1038/nchem.70
455:Nature Chemistry
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356:Brookhart's acid
315:1,4, and 7 of a
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212:Chemical formula
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20:Oxatriquinacene
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336:oxaacepentalene
317:cyclononatriene
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261:Oxatriquinacene
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361:Pyrylium salt
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328:oxatriquinane
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311:connected to
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307:atom with +1
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270:with formula
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332:acetonitrile
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299:. It is an
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76:Identifiers
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62:
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323:character.
301:oxonium ion
205:Properties
479:Categories
430:(39): 10.
367:References
231:Molar mass
106:ChemSpider
82:3D model (
405:18798616
345:See also
225:O
140:66553020
115:32675183
313:carbons
265:organic
127:PubChem
69:)-ylium
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309:charge
305:oxygen
268:cation
263:is an
189:SMILES
43:Names
154:InChI
84:JSmol
401:PMID
459:doi
432:doi
393:doi
389:130
130:CID
61:,6a
57:,4a
53:(2a
16:Ion
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375:^
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290:O
286:9
281:H
277:9
272:C
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221:H
219:9
217:C
86:)
67:H
63:s
59:s
55:s
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