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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
604:"Noncomparative scaling of aromaticity through electron itinerancy"
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579:
Advanced
Organic Chemistry: Reactions, Mechanisms, and Structure
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Paul, Satadal; Goswami, Tamal; Misra, Anirban (2015-10-01).
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582:(6th ed.), New York: Wiley-Interscience, p. 66,
409:Resonance structures of the cyclopentadienyl anion
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553:. National Center for Biotechnology Information
94:
385:
485:Metallocene structure where "M" is a metal
474:Cyclopentadienyl anions form a variety of
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138:
619:
480:
414:The cyclopentadienyl anion is a planar,
362:. It is formed by the deprotonation of
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14:
659:
224:Key: SINKOGOPEQSHQD-UHFFFAOYSA-N
221:InChI=1S/C5H5/c1-2-4-5-3-1/h1-5H/q-1
234:Key: SINKOGOPEQSHQD-UHFFFAOYAD
231:InChI=1/C5H5/c1-2-4-5-3-1/h1-5H/q-1
154:
24:
672:Non-benzenoid aromatic carbocycles
442:provides 2 π-electrons, which are
366:. The cyclopentadienyl anion is a
49:
40:
25:
688:
430: = 1), which fulfills
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317:(at 25 °C , 100 kPa).
628:
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13:
1:
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452:has a pKa of about 16. It is
422:ion; it has 6 π-electrons (4
7:
489:
36:
10:
693:
476:cyclopentadienyl complexes
467:
460:, cyclopentadienyl anion.
389:
348:species with a formula of
635:C. Elschenbroich (2006).
551:PubChem Compound Database
517:Cyclooctatetraenide anion
463:
386:Resonance and aromaticity
311:
295:65.09 g/mol
263:
243:
208:
78:
68:
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35:
496:Cyclopentadienyl radical
470:Cyclopentadienyl complex
392:Sodium cyclopentadienide
380:organometallic chemistry
502:Cyclopentadienyl cation
31:Cyclopentadienyl anion
486:
426: + 2, where
338:cyclopentadienyl anion
54:
45:
27:Aromatic ionic species
677:Simple aromatic rings
484:
434:of aromaticity. Each
53:
44:
572:Smith, Michael B.;
547:"Cyclopentadienide"
358:and abbreviated as
32:
487:
321:Infobox references
55:
46:
30:
646:978-3-527-29390-2
621:10.1063/1.4933191
589:978-0-471-72091-1
342:cyclopentadienide
329:Chemical compound
327:
326:
177:CompTox Dashboard
120:Interactive image
73:Cyclopentadienide
59:
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18:Cyclopentadienide
16:(Redirected from
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271:Chemical formula
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450:Cyclopentadiene
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364:cyclopentadiene
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614:(10): 107211.
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468:Main article:
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458:conjugate base
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574:March, Jerry
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555:. Retrieved
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359:
341:
337:
331:
285:or Cp
79:Identifiers
444:delocalized
436:double bond
264:Properties
661:Categories
533:References
420:pentagonal
418:, regular-
390:See also:
291:Molar mass
131:ChemSpider
107:3D model (
96:12127-83-2
86:CAS Number
70:IUPAC name
440:lone pair
334:chemistry
576:(2007),
557:14 April
490:See also
346:aromatic
639:. VCH.
165:3490527
152:PubChem
140:2731064
667:Anions
643:
586:
464:Ligand
454:acidic
416:cyclic
370:which
368:ligand
344:is an
336:, the
255:1cccc1
248:SMILES
64:Names
376:metal
374:to a
372:binds
213:InChI
109:JSmol
641:ISBN
584:ISBN
559:2016
438:and
616:doi
378:in
340:or
332:In
182:EPA
155:CID
663::
610:.
606:.
549:.
519:,
504:,
498:,
478:.
382:.
360:Cp
649:.
624:.
618::
612:5
561:.
428:n
424:n
184:)
180:(
111:)
20:)
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