CYCLOPENTADIENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H6
Molecular Weight	66.1011
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1C=CC=C1

InChI

InChIKey=ZSWFCLXCOIISFI-UHFFFAOYSA-N

InChI=1S/C5H6/c1-2-4-5-3-1/h1-4H,5H2

HIDE SMILES / InChI

Molecular Formula	C5H6
Molecular Weight	66.1011
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Octachloroazulene.	2002-12-25	12487605
Acid-induced rearrangement reactions of reduced benzoquinone cyclopentadiene cycloadducts.	2002-11-29	12444663
Synthesis of 1-azaspiro[2.4]hepta-1,4,6-trienes and azaspiroconjugation studied by photoelectron spectroscopy.	2002-11-15	12412060
Stereocontrolled diels-alder cycloadditions of sugar-derived dihydropyranones with dienes.	2002-11-01	12398511
Micellar catalysis of Diels-Alder reactions: substrate positioning in the micelle.	2002-10-18	12375967
The first synthesis of phosphonoacrolein. Application to Diels-Alder reaction as heterodiene.	2002-10-18	12375958
Exo-selective asymmetric Diels-Alder reaction of acrylate ester.	2002-10	12237833
Intramolecular and intermolecular N-H...C(5)H(5)(-) hydrogen bonding in magnesocene adducts of alkylamines. Implications for chemical vapor deposition using cyclopentadienyl source compounds.	2002-09-25	12236729
Efficient synthesis of a 4,5-epoxy-2-cyclohexen-1-one derivative bearing a spirolactone via a Diels-Alder reaction with high pi-facial selectivity: a synthetic study towards scyphostatin.	2002-09-21	12357795
Two-step, stereoselective hydrazidoarylation of 1,3-cyclopentadiene.	2002-09-16	12298036
Lewis Acid mediated reactions of zirconacyclopentadienes with aldehydes: one-pot synthetic route to indene and cyclopentadiene derivatives from aldehydes and benzyne or alkynes.	2002-09-16	12298021
A valence bond analysis of electronic degeneracies in Jahn-Teller systems: low-lying states of the cyclopentadienyl radical and cation.	2002-09-11	12207522
Ultrafast UV pump/IR probe studies of C-H activation in linear, cyclic, and aryl hydrocarbons.	2002-09-04	12197763
The influence of ligand side chain on the enantioselectivity of Lewis acid catalyzed Diels-Alder reactions.	2002-09	12237546
Nucleophilically assisted and cationic ring-opening polymerization of tin-bridged [1]ferrocenophanes.	2002-08-28	12188670
Broad-spectrum enantioselective diels-alder catalysis by chiral, cationic oxazaborolidines.	2002-08-28	12188655
Diastereoselective and intramolecular cycloadditions of asymmetric p-nitroso phosphine oxides.	2002-08-23	12182658
Total synthesis of epi-otteliones.	2002-08-22	12182579
Spin-state alteration from sterically enforced ligand rotation in bis(indenyl)chromium(II) complexes.	2002-08-14	12167050
The electronic influence of ring substituents and ansa bridges in zirconocene complexes as probed by infrared spectroscopic, electrochemical, and computational studies.	2002-08-14	12167048
Chiral phosphinooxathiane ligands for catalytic asymmetric Diels-Alder reaction.	2002-07-12	12098327
Diastereoselective Diels-Alder reactions of alpha-fluorinated alpha,beta-unsaturated carbonyl compounds: chemical consequences of fluorine substitution. 2.	2002-07-12	12098280
Optically detected magnetic resonance in the photoexcited triplet states of Ti(IV) and Zr(IV) cylopentadienyl complexes.	2002-07-10	12095332
Reference potential calibration and voltammetry at macrodisk electrodes of metallocene derivatives in the ionic liquid [bmim][PF6].	2002-07-01	12141676
Di-mu-methoxy-bis[(eta(5)-cyclopentadienyl)(nitrosyl-kappa N)(trimethylsilylmethyl)molybdenum(II)].	2002-07	12094032
Low-valent group-13 chemistry. Theoretical investigation of the structures and relative stabilities of donor-acceptor complexes R(3)E[bond]E'R' and their isomers R(2)E[bond]E'RR'.	2002-06-19	12059251
Metallocene-terminated allylium salts: the effect of end group on localization in polymethines.	2002-06-05	12033856
Mono(cyclopentadienyl) complexes of the rare-earth metals.	2002-06	12059259
Three ruthenocene derivatives: (eta(5)-4,7-dimethylindenyl)(eta(5)-pentamethylcyclopentadienyl)ruthenium(II), [eta(5)-[2](4,7)indeno[2]paracyclophanyl](eta(5)-pentamethylcyclopentadienyl)ruthenium(II) and bis[eta(5)-[2](4,7)indeno[2]paracyclophanyl]ruthenium(II).	2002-06	12050419
Asymmetric synthesis of metallocenes through enantioselective addition of organolithium reagents to 6-(dimethylamino)fulvene.	2002-05-17	12003546
Enantioselective Diels-Alder reactions with N-hydroxy-N-phenylacrylamide.	2002-05-16	12000285
Mixed-metal cluster chemistry. 19. Crystallographic, spectroscopic, electrochemical, spectroelectrochemical, and theoretical studies of systematically varied tetrahedral group 6-iridium clusters.	2002-05-08	11982379
Structural Investigations into the retro-Diels-Alder Reaction. Experimental and Theoretical Studies.	2002-05-08	11982374
Cyclic vinyl p-tolyl sulfilimines as chiral dienophiles: theoretical study on the stereoselectivity, Lewis acid catalysis, and solvent effects in their Diels-Alder reactions.	2002-05-03	11975548
Aryl cyclopentadienyl tricarbonyl rhenium complexes: novel ligands for the estrogen receptor with potential use as estrogen radiopharmaceuticals.	2002-05	11886802
An unusual ruthenium-catalyzed cycloisomerization of alkynes and propargyl alcohols.	2002-04-24	11960424
Anionic cyclization of a cross-conjugated enediyne.	2002-04-17	11942806
Antihydrophobic cosolvent effects for alkylation reactions in water solution, particularly oxygen versus carbon alkylations of phenoxide ions.	2002-04-10	11929252
Tetracyanide-bridged divanadium complexes: redox switching between strong antiferromagnetic and strong ferromagnetic coupling.	2002-04-10	11929233
Bis[hydrogen 1,1'-bis(diphenylphosphinato)ferrocenium] octachlorodiantimony(III).	2002-04	11932524
Single- and double-cubane clusters in the multiple oxidation states [VFe(3)S(4)](3+,2+,1+).	2002-03-25	11896732
Optically active 1,2-bis(1-arylhydroxymethyl) ferrocene: a new, efficient chiral ligand for scandium-catalyzed asymmetric Diels-Alder reaction.	2002-03-07	11869107
Bis[1,1'-bis(diphenylphosphino)ferrocenium] hexadecachlorotetraantimony(III) ethanol solvate.	2002-03	11870289
The nature of the indenyl effect.	2002-02-15	11857701
Theoretical study on chlorine and hydrogen shift in cycloheptatriene and cyclopentadiene derivatives.	2002-02-08	11855999
Alpha-amino acids with metallocenyl side chains.	2002-02-02	11855717
A novel multidecker sandwich complex from the reaction of ferrocene with GaCl3.	2002-01-07	12120298
1,2-azaborolyls, isoelectronic analogues of the ubiquitous cyclopentadienyl ligand: synthesis of B-heteroatom-substituted 1,2-azaborolyl complexes and an assessment of their electronic features.	2002-01-04	12491477
A facile synthesis of cis-4-amino-2-cyclopentene-1-methanol, a key intermediate for the synthesis of carbocyclic nucleosides.	2002	11991149
[Challenges in chemistry: color reactions, cycloadditions and cycloreversions].	2001-08	11862661

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:10:09 GMT 2025` Edited by `admin` on `Mon Mar 31 19:10:09 GMT 2025`
Record UNII	5DFH9434HF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,3-CYCLOPENTADIENE

Preferred Name

English

CYCLOPENTADIENE

Systematic Name

English

1,3-CYCLOPENTADIENE [HSDB]

Common Name

English

PYROPENTYLENE

Common Name

English

PENTOLE

Common Name

English

CYCLOPENTADIENE [MI]

Common Name

English

Code System Code Type Description

MESH

C004709