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Details

Stereochemistry ACHIRAL
Molecular Formula C8H6
Molecular Weight 102.1332
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYNYLBENZENE

SMILES

C#CC1=CC=CC=C1

InChI

InChIKey=UEXCJVNBTNXOEH-UHFFFAOYSA-N
InChI=1S/C8H6/c1-2-8-6-4-3-5-7-8/h1,3-7H

HIDE SMILES / InChI

Molecular Formula C8H6
Molecular Weight 102.1332
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Strained, stable 2-aza-1-phosphabicyclo[n.1.0]alkane and -alkene Fe(CO)4 complexes with dynamic phosphinidene behavior.
2005-06-06
Towards a better understanding of magnetic interactions within m-phenylene alpha-nitronyl nitroxide and imino nitroxide based radicals, part III: Magnetic exchange in a series of triradicals and tetraradicals based on the phenyl acetylene and biphenyl coupling units.
2005-04-08
Cooperative metal-boron interactions in the reaction of nido-1,2-(Cp*RuH)2B3H7, Cp* = eta5-C5Me5, with HC(triple bond)CPh.
2005-04-06
Length dependent folding kinetics of phenylacetylene oligomers: structural characterization of a kinetic trap.
2005-03-22
Effect of cyclodextrin complexation in bromine addition to unsymmetrical olefins: evidence for participation of cyclodextrin hydroxyl groups.
2005-03-21
Enantioselective esterification of prochiral phosphonate pendants of a polyphenylacetylene assisted by macromolecular helicity: storage of a dynamic macromolecular helicity memory.
2005-03-09
Highly enantioselective phenylacetylene addition to aromatic ketones catalyzed by cinchona alkaloid-aluminum complexes.
2005-02-04
Helical arrays of pendant fullerenes on optically active poly(phenylacetylene)s.
2005-02-04
Ultrasound-promoted alkynylation of ethynylbenzene to ketones under solvent-free condition.
2005-02
A family of alkynylgold(III) complexes [AuI(mu-{CH2}2PPh2)2Au(III)(C triple bond CR)2] (R = Ph, tBu, Me3Si): facile and reversible comproportionation of gold(I)/gold(III) to digold(II).
2005-01-26
Preparation of tertiary alkyl carbinamines, propargylamines, and alpha-heteroarylamines by ketone-based aminoalkylation.
2005-01-07
Phosphaallyl complexes of Ru(II) derived from dicyclohexylvinylphosphine (DCVP).
2005-01-07
Catalytic enantioselective alkynylation of prochiral sp3 C-H bonds adjacent to a nitrogen atom.
2004-12-23
pH-selective synthesis and structures of alkynyl, acyl, and ketonyl intermediates in anti-Markovnikov and Markovnikov hydrations of a terminal alkyne with a water-soluble iridium aqua complex in water.
2004-12-22
Surface reaction of alkynes and alkenes with H-Si(111): a density functional theory study.
2004-12-08
Mono- and binuclear cyclometallated palladium(II) complexes containing bridging (N,O-) and terminal (N-) imidate ligands: air stable, thermally robust and recyclable catalysts for cross-coupling processes.
2004-12-07
Marked effect of aromatic solvent on unfolding rate of helical ethynylhelicene oligomer.
2004-11-17
Highly enantioselective phenylacetylene additions to ketones catalyzed by (S)-BINOL-Ti complex.
2004-11-11
BINOL catalyzed enantioselective addition of titanium phenylacetylide to aromatic ketones.
2004-11-07
One-flask synthesis of mono- and trifunctionalized 21-thia and 21-oxaporphyrin building blocks and their application in the synthesis of covalent and noncovalent unsymmetrical porphyrin arrays.
2004-10-01
Catalytic efficiency of a new tridentate ferrocenyl phosphine auxiliary: Sonogashira cross-coupling reactions of alkynes with aryl bromides and chlorides at low catalyst loadings of 10(-1) to 10(-4) mol %.
2004-09-30
Macromolecular helicity induction on a poly(phenylacetylene) with C2-symmetric chiral [60]fullerene-bisadducts.
2004-09-22
Self-assembling of helical poly(phenylacetylene) carrying L-valine pendants in solution, on mica substrate, and on water surface.
2004-08-31
Poly(phenylacetylene)s bearing a peptide pendant: helical conformational changes of the polymer backbone stimulated by the pendant conformational change.
2004-08-20
2-pyrones possessing antimicrobial and cytotoxic activities.
2004-08-01
Model of the iron hydrogenase active site covalently linked to a ruthenium photosensitizer: synthesis and photophysical properties.
2004-07-26
Ruthenium-catalyzed cyclization of epoxide with a tethered alkyne: formation of ketene intermediates via oxygen transfer from epoxides to terminal alkynes.
2004-06-09
Structural and rate studies of the 1,2-additions of lithium phenylacetylide to lithiated quinazolinones: influence of mixed aggregates on the reaction mechanism.
2004-05-05
Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a camphorsulfonamide ligand.
2004-04-15
Synthesis and structural characterization of an azatitanacyclobutene: the key intermediate in the catalytic anti-Markovnikov addition of primary amines to [small alpha]-alkynes.
2004-03-21
A helical array of pendant fullerenes on a helical poly(phenylacetylene) induced by non-covalent chiral interactions.
2004-03-21
BINOL-Salen-catalyzed highly enantioselective alkyne additions to aromatic aldehydes.
2004-03-18
Platinum participation in the hydrogenation of phenylacetylene by Ru5(CO)15(C)[Pt(PBu(t)3)].
2004-03-17
Photoswitchable flexible and shape-persistent dendrimers: comparison of the interplay between a photochromic azobenzene core and dendrimer structure.
2004-02-25
Preparation and characterization of an isometallabenzene with the structure of a 1,2,4-cyclohexatriene.
2004-02-25
Vinyl and carbene ruthenium(II) complexes from hydridoruthenium(II) precursors.
2004-02-07
The Pd(4)(dppm)(4)(H)(2)(2+) cluster: a precatalyst for the homogeneous hydrogenation of alkynes.
2004-01-26
Insertion of alkynes into the Pt-Si bond of silylplatinum complexes leading to the formation of 4-sila-3-platinacyclobutenes and 5-sila-2-platina-1,4-cyclohexadienes.
2004-01-23
Study on the heteroatom influence in pyridine-based nitronyl nitroxide biradicals with phenylethynyl spacers on the molecular ground state.
2003-12-26
Photolysis of regioisomeric diazides of 1,2-diphenylacetylenes studies by matrix-isolation spectroscopy and DFT calculations.
2003-12-21
Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a beta-sulfonamide alcohol-titanium complex.
2003-12-01
Oxidative addition of phenylacetylene through C-H bond cleavage to form the MgII-dpp-bian complex: molecular structure of [Mg[dpp-bian(H)](C[triplebond]CPh)(thf)2] and its diphenylketone insertion product [Mg(dpp-bian)*-[OC(Ph2)C[triplebond]CPh](thf)].
2003-11-03
Synthesis of nanostructures based on 1,4- and 1,3,5-ethynylphenyl subunits with pi-extended conjugation. Carbon dendron units.
2003-10-17
Facile preparation of optically pure 7,7'-disubstituted BINOLs and their application in asymmetric catalysis.
2003-10-03
Organometallic gold(III) compounds as catalysts for the addition of water and methanol to terminal alkynes.
2003-10-01
Functionalized amido ketones: new anticonvulsant agents.
2003-09-15
Synthesis and optical properties of unsymmetrical conjugated dendrimers focally anchored with perylenes in different geometries.
2003-09-05
Identification of impurities in phenylacetylene by species-selected mass-analyzed threshold ionization spectroscopy.
2003-09
Palladium-tetraphosphine complex: an efficient catalyst for the coupling of aryl halides with alkynes.
2003-07-07
Simultaneous chemical separation and surface-enhanced Raman spectral detection using silver-doped sol-gels.
2003-04
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:55:29 GMT 2025
Edited
by admin
on Mon Mar 31 19:55:29 GMT 2025
Record UNII
239WSR2IBO
Record Status Validated (UNII)
Record Version
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Name Type Language
ETHYNYLBENZENE
MI  
Systematic Name English
NSC-4957
Preferred Name English
PHENYLACETYLENE
Systematic Name English
ETHYNYLBENZENE [MI]
Common Name English
Code System Code Type Description
NSC
4957
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY
CAS
536-74-3
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
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PUBCHEM
10821
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
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ECHA (EC/EINECS)
208-645-1
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY
FDA UNII
239WSR2IBO
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY
MESH
C044736
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY
MERCK INDEX
m5180
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
PHENYLACETYLENE
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID1060211
Created by admin on Mon Mar 31 19:55:29 GMT 2025 , Edited by admin on Mon Mar 31 19:55:29 GMT 2025
PRIMARY