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Details

Stereochemistry ACHIRAL
Molecular Formula C14H10
Molecular Weight 178.2292
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOLAN

SMILES

C1=CC=C(C=C1)C#CC2=CC=CC=C2

InChI

InChIKey=JRXXLCKWQFKACW-UHFFFAOYSA-N
InChI=1S/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H

HIDE SMILES / InChI

Molecular Formula C14H10
Molecular Weight 178.2292
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Sequence dependence of excess electron transfer in DNA.
2010-11-18
Excited-state photodynamics of perylene-porphyrin dyads. 5. Tuning light-harvesting characteristics via perylene substituents, connection motif, and three-dimensional architecture.
2010-11-18
Sonogashira coupling on an extended gold surface in vacuo: reaction of phenylacetylene with iodobenzene on Au(111).
2010-06-16
Probing the rate of hole transfer in oxidized synthetic chlorin dyads via site-specific (13)C-labeling.
2010-05-21
Role of the pisigma* state in molecular photophysics.
2010-04-20
Gold-catalyzed intermolecular hydrophenoxylation of unactivated internal alkynes.
2010-04-02
C-H...pi interactions in cocrystals of bis(trimethylsilyl)acetylene and diphenylacetylene with benzene.
2010-04
Theoretical study on the photochemical behavior of 4-dimethylamino-4'-cyanodiphenylacetylene.
2010-01-14
Linker dependence of energy and hole transfer in neutral and oxidized multiporphyrin arrays.
2009-12-31
A reliable quantum-chemical protocol for the characterization of organic mixed-valence compounds.
2009-11-11
Turn-on fluorescence detection of cyanide in water: activation of latent fluorophores through remote hydrogen bonds that mimic peptide beta-turn motif.
2009-11-11
Photonic amplification by a singlet-state quantum chain reaction in the photodecarbonylation of crystalline diarylcyclopropenones.
2009-08-19
Molecularly tethered amphiphiles as 3-D supramolecular assembly platforms: unlocking a trapped conformation.
2009-06-24
Excited-state energy flow in phenylene-linked multiporphyrin arrays.
2009-06-11
An NMR study of cobalt-catalyzed hydroformylation using para-hydrogen induced polarisation.
2009-04-14
Solution-state conformational ensemble of a hexameric porphyrin array characterized using molecular dynamics and X-ray scattering.
2009-03-19
Palladium-catalyzed indolization of N-aroylbenzotriazoles with disubstituted alkynes.
2009-03-05
Energy- and hole-transfer dynamics in oxidized porphyrin dyads.
2009-01-08
Stereoselective hydrogenation of aromatic alkynes using water, triethylsilane, or methanol, mediated and catalyzed by Ni(0) complexes.
2009-01-05
Theoretical investigation on molecular rectification on the basis of asymmetric substitution and proton transfer reaction.
2008-12-14
Probing ground-state hole transfer between equivalent, electrochemically inaccessible states in multiporphyrin arrays using time-resolved optical spectroscopy.
2008-12-11
Transport properties of binary mixtures of carbon dioxide and 1-butyl-3-methylimidazolium hexafluorophosphate studied by transient grating spectroscopy.
2008-10
Entrapment of an organometallic complex within a metal: a concept for heterogeneous catalysis.
2008-09-10
Palladium catalysed alkyne hydrogenation and oligomerisation: a parahydrogen based NMR investigation.
2008-08-28
One-pot synthesis of cyclic triamides with a triangular cavity from trans-stilbene and diphenylacetylene monomers.
2008-08-07
DNA-templated formation and luminescence of diphenylacetylene dimeric and trimeric complexes.
2008-07
Spectroscopy and photophysics of 1,4-bis(phenylethynyl)benzene: effects of ring torsion and dark pi sigma* state.
2008-05-29
Study of the translational diffusion of the benzophenone ketyl radical in comparison with stable molecules in room temperature ionic liquids by transient grating spectroscopy.
2008-04-28
Relative rotational motion between alpha-Cyclodextrin Derivatives and a stiff axle molecule.
2008-04-04
Monovalent iron in a sulfur-rich environment.
2008-03-17
Palladium-catalyzed formation of highly substituted naphthalenes from arene and alkyne hydrocarbons.
2008
Synthesis and extremely high gas permeability of polyacetylenes containing polymethylated indan/tetrahydronaphthalene moieties.
2007-11-07
Enantiopure double-helical phenylene ethynylene cyclophynes with the 2,2'-binaphthyl template.
2007-10-01
External electric field effects on absorption, fluorescence, and phosphorescence spectra of diphenylpolyynes in a polymer film.
2007-09-27
The first hexanuclear copper(I) carboxylate: X-ray crystal structure and reactivity in solution and gas-phase reactions.
2007-09-17
Carbon networks based on benzocyclynes. 6. synthesis of graphyne substructures via directed alkyne metathesis.
2007-09-13
Interaction of low-energy electrons with linear diphenylethynyl derivatives in the gas phase.
2007-08-28
Cleavage of carbon-carbon bonds of diphenylacetylene and its derivatives via photolysis of Pt complexes: tuning the C-C bond formation energy toward selective C-C bond activation.
2007-07-18
Radioiodinated aza-diphenylacetylenes as potential SPECT imaging agents for beta-amyloid plaque detection.
2007-07-01
A para-hydrogen investigation of palladium-catalyzed alkyne hydrogenation.
2007-05-23
Tetrachelate porphyrin chromophores for metal oxide semiconductor sensitization: effect of the spacer length and anchoring group position.
2007-04-18
Conformational analysis of diphenylacetylene under the influence of an external electric field.
2007-03-14
Bragg-type polarization gratings formed in thick polymer films containing azobenzene and tolane moieties.
2007-01-02
Arene complexes of beta-diketiminato supported organoscandium cations: mechanism of arene exchange and alkyne insertion in solvent separated ion pairs.
2007
Carbolithiation of diphenylacetylene as a stereoselective route to (Z)-tamoxifen and related tetrasubstituted olefins.
2006-12-08
Role of triple bond in 1,2-diphenylacetylene crystal: A combined experimental and theoretical study.
2006-12-07
Antimony-antimony bond formation by reductive elimination from a hafnium bis(stibido) complex.
2006-11-27
Dynamics of CO in mesoporous silica monitored by time-resolved step-scan and rapid-scan FT-IR spectroscopy.
2006-11-16
Neutral and zwitterionic low-coordinate titanium complexes bearing the terminal phosphinidene functionality. Structural, spectroscopic, theoretical, and catalytic studies addressing the Ti-P multiple bond.
2006-10-18
Synthesis and characterization of novel fluorophosphazene-derived cobaltacyclopentadienyl metallacycles: reagents for assembly of aryl-bridged fluorophosphazenes.
2006-09-18
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:43:41 GMT 2025
Edited
by admin
on Mon Mar 31 22:43:41 GMT 2025
Record UNII
Y70JA8HB75
Record Status Validated (UNII)
Record Version
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Name Type Language
TOLAN
MI  
Systematic Name English
NSC-5185
Preferred Name English
TOLAN [MI]
Common Name English
DIPHENYLETHYNE
Systematic Name English
1,1-(1,2-ETHYNEDIYL)BISBENZENE
Systematic Name English
BENZENE, 1,1'-(1,2-ETHYNEDIYL)BIS-
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
207-926-6
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
NSC
5185
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
CAS
501-65-5
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
EPA CompTox
DTXSID4060109
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
FDA UNII
Y70JA8HB75
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
PUBCHEM
10390
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
MERCK INDEX
m10934
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
Diphenylacetylene
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY
CHEBI
51579
Created by admin on Mon Mar 31 22:43:41 GMT 2025 , Edited by admin on Mon Mar 31 22:43:41 GMT 2025
PRIMARY