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Details

Stereochemistry ACHIRAL
Molecular Formula C5H6
Molecular Weight 66.1013
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYCLOPENTADIENE

SMILES

C1=CCC=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 66.1013
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
[Challenges in chemistry: color reactions, cycloadditions and cycloreversions].
2001 Aug
A facile synthesis of cis-4-amino-2-cyclopentene-1-methanol, a key intermediate for the synthesis of carbocyclic nucleosides.
2002
Bis[hydrogen 1,1'-bis(diphenylphosphinato)ferrocenium] octachlorodiantimony(III).
2002 Apr
Antihydrophobic cosolvent effects for alkylation reactions in water solution, particularly oxygen versus carbon alkylations of phenoxide ions.
2002 Apr 10
Tetracyanide-bridged divanadium complexes: redox switching between strong antiferromagnetic and strong ferromagnetic coupling.
2002 Apr 10
Anionic cyclization of a cross-conjugated enediyne.
2002 Apr 17
An unusual ruthenium-catalyzed cycloisomerization of alkynes and propargyl alcohols.
2002 Apr 24
Spin-state alteration from sterically enforced ligand rotation in bis(indenyl)chromium(II) complexes.
2002 Aug 14
The electronic influence of ring substituents and ansa bridges in zirconocene complexes as probed by infrared spectroscopic, electrochemical, and computational studies.
2002 Aug 14
Total synthesis of epi-otteliones.
2002 Aug 22
Diastereoselective and intramolecular cycloadditions of asymmetric p-nitroso phosphine oxides.
2002 Aug 23
Nucleophilically assisted and cationic ring-opening polymerization of tin-bridged [1]ferrocenophanes.
2002 Aug 28
Broad-spectrum enantioselective diels-alder catalysis by chiral, cationic oxazaborolidines.
2002 Aug 28
Octachloroazulene.
2002 Dec 25
The nature of the indenyl effect.
2002 Feb 15
Alpha-amino acids with metallocenyl side chains.
2002 Feb 2
Ferrocene-containing carbohydrate dendrimers.
2002 Feb 2
Synthesis and structural studies of 1,1'-bis-amino-functionalized ferrocenes, ferrocene salts, and ferrocenium salts.
2002 Feb 25
Theoretical study on chlorine and hydrogen shift in cycloheptatriene and cyclopentadiene derivatives.
2002 Feb 8
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 Jan 4
A novel multidecker sandwich complex from the reaction of ferrocene with GaCl3.
2002 Jan 7
Di-mu-methoxy-bis[(eta(5)-cyclopentadienyl)(nitrosyl-kappa N)(trimethylsilylmethyl)molybdenum(II)].
2002 Jul
Reference potential calibration and voltammetry at macrodisk electrodes of metallocene derivatives in the ionic liquid [bmim][PF6].
2002 Jul 1
Optically detected magnetic resonance in the photoexcited triplet states of Ti(IV) and Zr(IV) cylopentadienyl complexes.
2002 Jul 10
Chiral phosphinooxathiane ligands for catalytic asymmetric Diels-Alder reaction.
2002 Jul 12
Diastereoselective Diels-Alder reactions of alpha-fluorinated alpha,beta-unsaturated carbonyl compounds: chemical consequences of fluorine substitution. 2.
2002 Jul 12
Mono(cyclopentadienyl) complexes of the rare-earth metals.
2002 Jun
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 Jun
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 Jun 19
Metallocene-terminated allylium salts: the effect of end group on localization in polymethines.
2002 Jun 5
Bis[1,1'-bis(diphenylphosphino)ferrocenium] hexadecachlorotetraantimony(III) ethanol solvate.
2002 Mar
Single- and double-cubane clusters in the multiple oxidation states [VFe(3)S(4)](3+,2+,1+).
2002 Mar 25
Optically active 1,2-bis(1-arylhydroxymethyl) ferrocene: a new, efficient chiral ligand for scandium-catalyzed asymmetric Diels-Alder reaction.
2002 Mar 7
Aryl cyclopentadienyl tricarbonyl rhenium complexes: novel ligands for the estrogen receptor with potential use as estrogen radiopharmaceuticals.
2002 May
Enantioselective Diels-Alder reactions with N-hydroxy-N-phenylacrylamide.
2002 May 16
Asymmetric synthesis of metallocenes through enantioselective addition of organolithium reagents to 6-(dimethylamino)fulvene.
2002 May 17
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 May 3
Mixed-metal cluster chemistry. 19. Crystallographic, spectroscopic, electrochemical, spectroelectrochemical, and theoretical studies of systematically varied tetrahedral group 6-iridium clusters.
2002 May 8
Structural Investigations into the retro-Diels-Alder Reaction. Experimental and Theoretical Studies.
2002 May 8
Stereocontrolled diels-alder cycloadditions of sugar-derived dihydropyranones with dienes.
2002 Nov 1
Synthesis of 1-azaspiro[2.4]hepta-1,4,6-trienes and azaspiroconjugation studied by photoelectron spectroscopy.
2002 Nov 15
Acid-induced rearrangement reactions of reduced benzoquinone cyclopentadiene cycloadducts.
2002 Nov 29
Exo-selective asymmetric Diels-Alder reaction of acrylate ester.
2002 Oct
Micellar catalysis of Diels-Alder reactions: substrate positioning in the micelle.
2002 Oct 18
The first synthesis of phosphonoacrolein. Application to Diels-Alder reaction as heterodiene.
2002 Oct 18
The influence of ligand side chain on the enantioselectivity of Lewis acid catalyzed Diels-Alder reactions.
2002 Sep
A valence bond analysis of electronic degeneracies in Jahn-Teller systems: low-lying states of the cyclopentadienyl radical and cation.
2002 Sep 11
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 Sep 21
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 Sep 25
Ultrafast UV pump/IR probe studies of C-H activation in linear, cyclic, and aryl hydrocarbons.
2002 Sep 4
Patents
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:31:53 UTC 2021
Edited
by admin
on Fri Jun 25 22:31:53 UTC 2021
Record UNII
5DFH9434HF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYCLOPENTADIENE
MI  
Systematic Name English
1,3-CYCLOPENTADIENE [HSDB]
Common Name English
PYROPENTYLENE
Common Name English
1,3-CYCLOPENTADIENE
Systematic Name English
PENTOLE
Common Name English
CYCLOPENTADIENE [MI]
Common Name English
Code System Code Type Description
MESH
C004709
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
CAS
542-92-7
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
FDA UNII
5DFH9434HF
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
WIKIPEDIA
CYCLOPENTADIENE
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
HSDB
2514
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
EPA CompTox
542-92-7
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
MERCK INDEX
M4004
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
208-835-4
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
PUBCHEM
7612
Created by admin on Fri Jun 25 22:31:53 UTC 2021 , Edited by admin on Fri Jun 25 22:31:53 UTC 2021
PRIMARY
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