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95-13-6

95-13-6 | Indene

CAS No: 95-13-6 Catalog No: AG00350R MDL No:MFCD00003777

Product Description

Catalog Number:
AG00350R
Chemical Name:
Indene
CAS Number:
95-13-6
Molecular Formula:
C9H8
Molecular Weight:
116.1598
MDL Number:
MFCD00003777
IUPAC Name:
1H-indene
InChI:
InChI=1S/C9H8/c1-2-5-9-7-3-6-8(9)4-1/h1-6H,7H2
InChI Key:
YBYIRNPNPLQARY-UHFFFAOYSA-N
SMILES:
c1ccc2c(c1)C=CC2
EC Number:
202-393-6
UNII:
67H8Y6LB8A
RTECS Number:
NK8225000
UN Number:
1993

Properties

Complexity:
124  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
116.063g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
116.163g/mol
Monoisotopic Mass:
116.063g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9  

Literature

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A new classification system for bacterial Rieske non-heme iron aromatic ring-hydroxylating oxygenases. BMC biochemistry 20080101
Cobalt-catalyzed regioselective synthesis of indenamine from o-iodobenzaldimine and alkyne: intriguing difference to the nickel-catalyzed reaction. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
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Cell engineering and molecular pharming for biopharmaceuticals. The open medicinal chemistry journal 20080101
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Rearrangement of indene skeletons under mild conditions. The Journal of organic chemistry 20070831
Highly regioselective synthesis of indene derivatives including an allene functional group via Pd/C-catalyzed cyclization reaction in air. Organic letters 20070830
Amineborane dehydrogenation promoted by isolable zirconium sandwich, titanium sandwich and N(2) complexes. Chemical communications (Cambridge, England) 20070821
Joining the rings: the preparation of 2- and 3-indenyl-triptycenes, and curious related processes. Organic & biomolecular chemistry 20070621
Lewis acid-catalyzed formation of indene derivatives via tandem reactions of arylacetylenes with the cations generated from 2-silylmethyl cyclopropyl carbinols. Chemical communications (Cambridge, England) 20070614
Stereochemical control mechanisms in propylene polymerization mediated by C1-symmetric CGC titanium catalyst centers. Journal of the American Chemical Society 20070613
3-{2-[Bis-(4-fluorophenyl)methoxy]ethyl}-6-substituted-3,6-diazabicyclo[3.1.1]heptanes as novel potent dopamine uptake inhibitors. Bioorganic & medicinal chemistry 20070601
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Conversion of C5 into C6 cyclic species through the formation of C7 intermediates. The journal of physical chemistry. A 20070517
Laser-induced fluorescence spectrum of 3-vinyl-1H-indene. The journal of physical chemistry. A 20070503
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones. Journal of medicinal chemistry 20070419
Dinuclear manganese complexes containing chiral 1,4,7-triazacyclononane-derived ligands and their catalytic potential for the oxidation of olefins, alkanes, and alcohols. Inorganic chemistry 20070219
Au-catalyzed reaction of propargylic sulfides and dithioacetals. The Journal of organic chemistry 20070216
Highly regio- and stereoselective synthesis of indene derivatives via electrophilic cyclization. Organic letters 20070201
Lewis-acid-catalyzed rearrangement of arylvinylidenecyclopropanes: significant influence of substituents and electronic nature of aryl groups. The Journal of organic chemistry 20070119
Simple and one-pot protocol for synthesis of indene-spiro-oxindoles involving tandem Prins and Friedel-Crafts reactions. Organic letters 20070104
Lewis acid catalyzed rearrangement of vinylcyclopropenes for the construction of naphthalene and indene skeletons. Organic letters 20070104
On a possible growth mechanism for polycyclic aromatic hydrocarbon di-cations: C(7)H(6)(2+) + C(2)H(2). Chemistry (Weinheim an der Bergstrasse, Germany) 20070101
Modification of methylaluminoxane-activated ansa-zirconocene catalysts with triisobutylaluminum-transformations of reactive cations studied by NMR spectroscopy. Chemistry (Weinheim an der Bergstrasse, Germany) 20070101
[(NHC)AuI]-catalyzed formation of conjugated enones and enals: an experimental and computational study. Chemistry (Weinheim an der Bergstrasse, Germany) 20070101
An expanded set of amino acid analogs for the ribosomal translation of unnatural peptides. PloS one 20070101
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Advanced surface functionalization of periodic mesoporous silica: Kinetic control by trisilazane reagents. Journal of the American Chemical Society 20061220
Anions and polyanions of oligoindenopyrenes: modes of electron delocalization and dimerization. Chemistry, an Asian journal 20061120
Lewis acid catalyzed reaction of arylvinylidenecyclopropanes with acetals: a facile synthetic protocol for the preparation of indene derivatives. Organic letters 20061109
Further studies on imidazo[4,5-b]pyridine AT1 angiotensin II receptor antagonists. Effects of the transformation of the 4-phenylquinoline backbone into 4-phenylisoquinolinone or 1-phenylindene scaffolds. Journal of medicinal chemistry 20061102
Dications of 3-phenylindenylidenefluorenes: evaluation of antiaromaticity of indenyl and fluorenyl cations by magnetic measures. The Journal of organic chemistry 20061013
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Domino Heck-C-H activation reaction of unsymmetrically substituted [3]cumulene. Chemical communications (Cambridge, England) 20060914
Emulsion-templated fully reversible protein-in-oil gels. Langmuir : the ACS journal of surfaces and colloids 20060829
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High pressure pyrolysis of toluene. 1. Experiments and modeling of toluene decomposition. The journal of physical chemistry. A 20060803
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Direct measurement of the thermodynamics of vinylarene hydroamination. Journal of the American Chemical Society 20060726
Popular theoretical methods predict benzene and arenes to be nonplanar. Journal of the American Chemical Society 20060726
Notable norbornene (NBE) incorporation in ethylene-NBE copolymerization catalysed by nonbridged half-titanocenes: better correlation between NBE incorporation and coordination energy. Chemical communications (Cambridge, England) 20060705
Evaluation of zirconocene-based silica phases in organochloride pesticides preconcentration. Journal of colloid and interface science 20060701
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Rh(I) and Ir(i) derivatives of a P(S),N-substituted indene ligand: synthetic, structural, and catalytic alkene hydrosilylation studies. Inorganic chemistry 20060529
Synthesis of bis(indenyl)zirconium dihydrides and subsequent rearrangement to eta5,eta3-4,5-dihydroindenediyl ligands: evidence for intermediates during the hydrogenation to tetrahydroindenyl derivatives. Journal of the American Chemical Society 20060517
New palladium(II)-(eta(3/5)- or eta1-indenyl) and dipalladium(I)-(mu,eta3-indenyl) complexes. Journal of the American Chemical Society 20060517
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Allenylidene-to-indenylidene rearrangement in arene-ruthenium complexes: a key step to highly active catalysts for olefin metathesis reactions. Journal of the American Chemical Society 20060329
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Theoretical study on the lithium-halogen exchange reaction of 1,1-dihaloalkenes with methyllithium and the nucleophilic substitution reaction of the resulting alpha-halo alkenyllithiums. The Journal of organic chemistry 20060303
Insertion of polar and nonpolar unsaturated molecules into carbon-rhenium bonds generated by C-H bond activation: synthesis of phthalimidine and indene derivatives. Journal of the American Chemical Society 20060111
Synthesis of the indene, THF, and pyrrolidine skeletons by Lewis acid mediated cycloaddition of methylenecyclopropanes with aldehydes, N-tosyl aldimines, and acetals. Chemistry (Weinheim an der Bergstrasse, Germany) 20051223
Formation of indene derivatives from bis(cyclopentadienyl)titanacyclopentadienes with alkyl group migration via carbon-carbon bond cleavage. Journal of the American Chemical Society 20051214
Imido transfer from bis(imido)ruthenium(VI) porphyrins to hydrocarbons: effect of imido substituents, C-H bond dissociation energies, and Ru(VI/V) reduction potentials. Journal of the American Chemical Society 20051130
Lewis acid-catalyzed rearrangement of multi-substituted arylvinylidenecyclopropanes. Journal of the American Chemical Society 20051026
Rhenium-catalyzed formation of indene frameworks via C-H bond activation: [3+2] annulation of aromatic aldimines and acetylenes. Journal of the American Chemical Society 20051005
Differential response of estrogen receptor subtypes to 1,3-diarylindene and 2,3-diarylindene ligands. Journal of medicinal chemistry 20050922
Controlled silicon surface functionalization by alkene hydrosilylation. Journal of the American Chemical Society 20050921
Indene and pseudoazulene discotic liquid crystals: a synthetic and structural study. Chemistry (Weinheim an der Bergstrasse, Germany) 20050905
The peculiar kinetics of the reaction between acetylene and the cyclopentadienyl radical. The journal of physical chemistry. A 20050825
Irradiation of imine-group VI carbene complexes in the presence of alkynes. 2. Control of product distribution. The Journal of organic chemistry 20050819
Aromatic and aliphatic hydrocarbon consumption and transformation by the styrene degrading strain Pseudomonas putida CA-3. FEMS microbiology letters 20050815
Synthesis of zirconocene-based silica phases and evaluation in lindane and heptachlor epoxide adsorption/desorption. Journal of colloid and interface science 20050801
Atomic interactions in ethylenebis(1-indenyl)zirconium dichloride as derived by experimental electron density analysis. Acta crystallographica. Section B, Structural science 20050801
Ligand-induced haptotropic rearrangements in bis(indenyl)zirconium sandwich complexes. Journal of the American Chemical Society 20050727
Glucuronidation of nonsteroidal anti-inflammatory drugs: identifying the enzymes responsible in human liver microsomes. Drug metabolism and disposition: the biological fate of chemicals 20050701
A practical, fast, and high-yielding aziridination procedure using simple Cu(II) complexes containing N-donor pyridine-based ligands. The Journal of organic chemistry 20050610
Decoys for docking. Journal of medicinal chemistry 20050602
Binding of isotryptamines and indenes at h5-HT6 serotonin receptors. Bioorganic & medicinal chemistry letters 20050415
Zirconium bis(indenyl) sandwich complexes with an unprecedented indenyl coordination mode and their role in the reactivity of the parent bent-metallocenes: a detailed DFT mechanistic study. Chemistry (Weinheim an der Bergstrasse, Germany) 20050408
Copolymerization of ethylene with cyclohexene (CHE) catalyzed by nonbridged half-titanocenes containing aryloxo ligand: notable effect of both cyclopentadienyl and anionic donor ligand for efficient CHE incorporation. Journal of the American Chemical Society 20050406
Self-assembly of small polycyclic aromatic hydrocarbons on graphite: a combined scanning tunneling microscopy and theoretical approach. The journal of physical chemistry. B 20050317
Organic intercalation material: reversible change in interlayer distances by guest release and insertion in sandwich-type inclusion crystals of cholic acid. Chemistry (Weinheim an der Bergstrasse, Germany) 20050304
Does proteasome [corrected] inhibition decrease or accelerate toxin-induced dopaminergic neurodegeneration? Journal of pharmacological sciences 20050301
Bis(1,2,3-trimethylindenyl)iron(III) 2,3-dicyanonaphtho-1,4-quinonide, a non-metallocene, charge-transfer salt metamagnet with complementary donor-acceptor geometries. Inorganic chemistry 20050124
Synthesis of selectively deuterated fulvenes and indenes from enediynes. Organic & biomolecular chemistry 20050121
Bicyclic dioxetanes bearing an inden-2-yl or a benzo(b)thiazol-2-yl moiety as a CIEEL-active chemiluminescent substrate emitting red light. Luminescence : the journal of biological and chemical luminescence 20050101
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Chelate-controlled synthesis of racemic ansa-zirconocenes. Journal of the American Chemical Society 20041124
Ruthenium-catalyzed cyclization of alkyne-epoxide functionalities through alternation of the substituent and structural skeleton of epoxides. The Journal of organic chemistry 20041029
Preparation and resolution of a modular class of axially chiral quinazoline-containing ligands and their application in asymmetric rhodium-catalyzed olefin hydroboration. The Journal of organic chemistry 20041001
Oxybenziporphyrins, oxypyriporphyrins, benzocarbaporphyrins, and their 23-oxa and 23-thia analogues: synthesis, spectroscopic characterization, metalation, and structural characterization of a palladium(II) organometallic derivative. The Journal of organic chemistry 20040903
Indene bioconversion by a toluene inducible dioxygenase of Rhodococcus sp. I24. Applied microbiology and biotechnology 20040801
Cobalt-catalyzed regioselective carbocyclization reaction of o-iodophenyl ketones and aldehydes with alkynes, acrylates, and acrylonitrile: a facile route to indenols and indenes. The Journal of organic chemistry 20040709
Preparation of 1,5-methano-2,3,4,5- tetrahydro-1H-3-benzazepine via Pd-catalyzed cyclization. Organic letters 20040708
[Determination of soluble organic fraction in diesel exhaust particulates by gas chromatography/mass spectrometry]. Se pu = Chinese journal of chromatography 20040701
Homolysis of the Ln-N (Ln = Yb, Eu) bond. Synthesis, structural characterization and catalytic activity of ytterbium(II) and europium(II) complexes with methoxyethyl functionalized indenyl ligands. Dalton transactions (Cambridge, England : 2003) 20040407
PAH Growth from the pyrolysis of CPD, indene and naphthalene mixture. Chemosphere 20040401
Lewis acid-mediated cycloaddition of methylenecyclopropanes with aldehydes and imines: a facile access to indene, THF, and pyrrolidine skeletons via homoallylic rearrangement protocol. Organic letters 20040401
Carbaporphyrinoid chemistry has a silver lining! silver(III) oxybenzi-, oxynaphthi-, tropi-, and benzocarbaporphyrins. Organic letters 20040219
Signatures of cinnamyl alcohol dehydrogenase deficiency in poplar lignins. Phytochemistry 20040201
pB264, a small, mobilizable, temperature sensitive plasmid from Rhodococcus. BMC microbiology 20040101
The abundances of fragment ions formed via skeletal rearrangements from 2,5-disubstituted-1,3,4-oxadiazoles and their theoretical calculated stabilities. European journal of mass spectrometry (Chichester, England) 20040101
Calenzanane sesquiterpenes from the red seaweed Laurencia microcladia from the Bay of Calenzana, Elba Island: acid-catalyzed stereospecific conversion of calenzanol into indene- and guaiazulene-type sesquiterpenes. Chemistry (Weinheim an der Bergstrasse, Germany) 20031205
Formation of gold-like metal-lustrous inclusion crystals from 1-phenyl-2,5-bis[5-(tricyanoethenyl)-2-thienyl]pyrrole host and an electron-donating aromatic guest. Organic & biomolecular chemistry 20031107
The factor which determines whether excitation of charge-transfer complexes leads to final net products in comparison with the reactivity on excitation of one of the components. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20031101
Microbial production of isoquinoline from indene. Canadian journal of microbiology 20031101
Synthesis of [ethylene-1-(eta(5)-4,5,6,7-tetrahydro-1-indenyl)-2- (eta(5)-4',5',6',7'-tetrahydro-2'-indenyl)]titanium dichloride, the elusive isomer of the Brintzinger-type ansa-titanocenes. The Journal of organic chemistry 20031031
Regioselective oxidations of benzocarbaporphyrins with ferric chloride: a facile synthesis of bridged [18]annulene ketals with strong absorptions in the far red and an unexpected halogenation reaction at the interior carbon atom. The Journal of organic chemistry 20031031
Highly active catalysts in alkene metathesis: first observed transformation of allenylidene into indenylidene via alkenylcarbyne--ruthenium species. Angewandte Chemie (International ed. in English) 20030929
Oxidation of C-H bonds by [(bpy)2(py)RuIVO]2+ occurs by hydrogen atom abstraction. Journal of the American Chemical Society 20030827
Toxic by-products from the combustion of Kraft lignin. Chemosphere 20030801
Microbial in situ degradation of aromatic hydrocarbons in a contaminated aquifer monitored by carbon isotope fractionation. Journal of contaminant hydrology 20030801
Synthesis of highly active ruthenium indenylidene complexes for atom-transfer radical polymerization and ring-opening-metathesis polymerization. Angewandte Chemie (International ed. in English) 20030630
A catalytically active, charge-neutral Rh(I) zwitterion featuring a P,N-substituted 'naked' indenide ligand. Journal of the American Chemical Society 20030514
Stereochemical and mechanistic aspects of dioxygenase-catalysed benzylic hydroxylation of indene and chromane substrates. Organic & biomolecular chemistry 20030421
Generation and reactivity toward oxygen of carbon-centered radicals containing indane, indene, and fluorenyl moieties. The Journal of organic chemistry 20030418
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One-pot synthetic routes to multiply substituted indene derivatives by hydrolysis of zirconocene-mediated intermolecular coupling reactions of aromatic ketones and alkynes. The Journal of organic chemistry 20030221
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Reaction of irofulven with zinc and acid. Journal of natural products 20030201
Cyclopentadiene annulated polycyclic aromatic hydrocarbons: investigations of electron affinities. Journal of the American Chemical Society 20030129
Identification of the structure and origin of thioacidolysis marker compounds for cinnamyl alcohol dehydrogenase deficiency in angiosperms. The Journal of biological chemistry 20021206
Synthesis and evaluation of indenopyrazoles as cyclin-dependent kinase inhibitors. 2. Probing the indeno ring substituent pattern. Journal of medicinal chemistry 20021121
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Lewis Acid mediated reactions of zirconacyclopentadienes with aldehydes: one-pot synthetic route to indene and cyclopentadiene derivatives from aldehydes and benzyne or alkynes. Chemistry (Weinheim an der Bergstrasse, Germany) 20020916
Synthesis of a novel series of benzocycloalkene derivatives as melatonin receptor agonists. Journal of medicinal chemistry 20020912
A new ruthenium complex with an electron-donating aminoindenyl ligand for fast metal-mediated living radical polymerizations. Journal of the American Chemical Society 20020828
Spin-state alteration from sterically enforced ligand rotation in bis(indenyl)chromium(II) complexes. Journal of the American Chemical Society 20020814
Geochemical and physiological evidence for mixed aerobic and anaerobic field biodegradation of coal tar waste by subsurface microbial communities. Microbial ecology 20020801
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Total syntheses of the phytotoxic lactones herbarumin I and II and a synthesis-based solution of the pinolidoxin puzzle. Journal of the American Chemical Society 20020619
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Reaction of phenyl radicals with propyne. Journal of the American Chemical Society 20020320
New indene-derivatives with anti-proliferative properties. Bioorganic & medicinal chemistry letters 20020225
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The nature of the indenyl effect. Chemistry (Weinheim an der Bergstrasse, Germany) 20020215
Postulation of the mechanism of the selective synthesis of isotactic poly(methyl methacrylate) catalysed by [Zr[(Cp)(Ind)CMe2](Me)(thf)](BPh4): a Hartree-Fock, MP2 and density functional study. Chemistry (Weinheim an der Bergstrasse, Germany) 20011217
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Stepwise hapticity changes in sequential one-electron redox reactions of indenyl-molybdenum complexes: combined electrochemical, ESR, X-ray, and theoretical studies. Journal of the American Chemical Society 20011031
Application of radiolabeled tracers to biocatalytic flux analysis. European journal of biochemistry 20010901
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A study of light-induced proton transfer from gas phase (radical) cations to reference bases. Bracketing of proton transfer from excited ions and associated reaction kinetics. Journal of the American Society for Mass Spectrometry 20010401
Cloning and biochemical characterization of Co(2+)-activated bromoperoxidase-esterase (perhydrolase) from Pseudomonas putida IF-3 strain. Biochimica et biophysica acta 20010209
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Synthesis and biological evaluation of nonylprodigiosin and macrocyclic prodigiosin analogues. Chembiochem : a European journal of chemical biology 20010108
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