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182:
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relative to many carbon acids. The enhanced acidity is attributed to stabilization of the
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Except where otherwise noted, data are given for materials in their
593:"Noncomparative scaling of aromaticity through electron itinerancy"
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Advanced
Organic Chemistry: Reactions, Mechanisms, and Structure
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591:
Paul, Satadal; Goswami, Tamal; Misra, Anirban (2015-10-01).
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571:(6th ed.), New York: Wiley-Interscience, p. 66,
398:Resonance structures of the cyclopentadienyl anion
152:
542:. National Center for Biotechnology Information
83:
8:
474:Metallocene structure where "M" is a metal
463:Cyclopentadienyl anions form a variety of
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608:
403:The cyclopentadienyl anion is a planar,
527:
351:. It is formed by the deprotonation of
241:
206:
181:
213:Key: SINKOGOPEQSHQD-UHFFFAOYSA-N
7:
210:InChI=1S/C5H5/c1-2-4-5-3-1/h1-5H/q-1
223:Key: SINKOGOPEQSHQD-UHFFFAOYAD
220:InChI=1/C5H5/c1-2-4-5-3-1/h1-5H/q-1
143:
661:Non-benzenoid aromatic carbocycles
431:provides 2 π-electrons, which are
355:. The cyclopentadienyl anion is a
14:
419: = 1), which fulfills
387:
306:(at 25 °C , 100 kPa).
1:
441:has a pKa of about 16. It is
411:ion; it has 6 π-electrons (4
25:
682:
465:cyclopentadienyl complexes
456:
449:, cyclopentadienyl anion.
378:
337:species with a formula of
624:C. Elschenbroich (2006).
540:PubChem Compound Database
506:Cyclooctatetraenide anion
375:Resonance and aromaticity
300:
284:65.09 g/mol
252:
232:
197:
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57:
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485:Cyclopentadienyl radical
459:Cyclopentadienyl complex
381:Sodium cyclopentadienide
369:organometallic chemistry
491:Cyclopentadienyl cation
20:Cyclopentadienyl anion
475:
415: + 2, where
327:cyclopentadienyl anion
43:
34:
16:Aromatic ionic species
666:Simple aromatic rings
473:
423:of aromaticity. Each
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33:
561:Smith, Michael B.;
536:"Cyclopentadienide"
347:and abbreviated as
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476:
310:Infobox references
44:
35:
19:
635:978-3-527-29390-2
610:10.1063/1.4933191
578:978-0-471-72091-1
331:cyclopentadienide
318:Chemical compound
316:
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166:CompTox Dashboard
109:Interactive image
62:Cyclopentadienide
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260:Chemical formula
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626:Organometallics
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439:Cyclopentadiene
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353:cyclopentadiene
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603:(10): 107211.
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457:Main article:
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563:March, Jerry
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544:. Retrieved
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402:
348:
330:
326:
320:
274:or Cp
68:Identifiers
433:delocalized
425:double bond
253:Properties
650:Categories
522:References
409:pentagonal
407:, regular-
379:See also:
280:Molar mass
120:ChemSpider
96:3D model (
85:12127-83-2
75:CAS Number
59:IUPAC name
429:lone pair
323:chemistry
565:(2007),
546:14 April
479:See also
335:aromatic
628:. VCH.
154:3490527
141:PubChem
129:2731064
656:Anions
632:
575:
453:Ligand
443:acidic
405:cyclic
359:which
357:ligand
333:is an
325:, the
244:1cccc1
237:SMILES
53:Names
365:metal
363:to a
361:binds
202:InChI
98:JSmol
630:ISBN
573:ISBN
548:2016
427:and
605:doi
367:in
329:or
321:In
171:EPA
144:CID
652::
599:.
595:.
538:.
508:,
493:,
487:,
467:.
371:.
349:Cp
638:.
613:.
607::
601:5
550:.
417:n
413:n
173:)
169:(
100:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
