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About This Item
Linear Formula:
C6H5CCH
CAS Number:
Molecular Weight:
102.13
Beilstein:
605461
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor pressure
17.6 mmHg ( 37.7 °C)
Quality Level
Assay
98%
impurities
<1% 1,4-dioxane
refractive index
n20/D 1.549 (lit.)
bp
142-144 °C (lit.)
solubility
H2O: insoluble
alcohol: miscible
diethyl ether: miscible
density
0.93 g/mL at 25 °C (lit.)
functional group
phenyl
storage temp.
2-8°C
SMILES string
C#Cc1ccccc1
InChI
1S/C8H6/c1-2-8-6-4-3-5-7-8/h1,3-7H
InChI key
UEXCJVNBTNXOEH-UHFFFAOYSA-N
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General description
Phenylacetylene is an aromatic organic compound frequently employed in Sonogashira coupling reactions. Phenylacetylene undergoes polymerization catalyzed by Rh and Pt complexes to form polyphenylacetylene.
Application
Phenylacetylene was used in a study to investigate the mechanism of product formation during the palladium-catalysed phenylacetylene oxidative carbonylation reaction.
Terminal acetylene used in the conversion of nitrones to alkynyl hydroxyl amines in the presence of trimethylaluminum..
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 3 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
80.6 °F - closed cup
Flash Point(C)
27 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Rhodium and platinum complexes as catalysts for the polymerization of phenylacetylene.
Furlani A, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 24(5), 991-1005 (1986)
Tetrahedron Letters, 48, 1457-1457 (2007)
Katarina Novakovic et al.
Physical chemistry chemical physics : PCCP, 10(5), 749-753 (2008-02-07)
This paper reports on the influence of oscillations on product selectivity as well as the dynamics of product formation during the palladium-catalysed phenylacetylene oxidative carbonylation reaction in a catalytic system (PdI2, KI, Air, NaOAc in methanol). The occurrence of the
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