Diphenylacetylene

Diphenylacetylene Basic information
Product Name:Diphenylacetylene
Synonyms:DIPHENYLACETYLENE;1,2-DIPHENYL ETHYNE;1,2-Ethynediylbisbenzene;Diphenylacetylene ,98.5%;Diphenylacetylene 1g [501-65-5];DIPHENYLACETYLENE 98%;TOLAN;(Phenylethynyl)benzene
CAS:501-65-5
MF:C14H10
MW:178.23
EINECS:207-926-6
Product Categories:Thiazoles;Pharmaceutical Intermediates;Acetylenes;Acetylenic Hydrocarbons having Benzene Ring
Mol File:501-65-5.mol
Diphenylacetylene Structure
Diphenylacetylene Chemical Properties
Melting point 59-61 °C (lit.)
Boiling point 170 °C/19 mmHg (lit.)
density 0.99 g/mL at 25 °C (lit.)
refractive index 1.6415 (estimate)
Fp 170°C/19mm
storage temp. Sealed in dry,2-8°C
form Crystalline Powder and Chunks
color Light yellow to brownish
Specific Gravity0.99
Water Solubility Miscible with ether and hot alcohol. Immiscible with water.
Merck 14,9504
BRN 606478
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKeyJRXXLCKWQFKACW-UHFFFAOYSA-N
CAS DataBase Reference501-65-5(CAS DataBase Reference)
NIST Chemistry ReferenceDiphenylethyne(501-65-5)
EPA Substance Registry SystemBenzene, 1,1'-(1,2-ethynediyl)bis- (501-65-5)
Safety Information
Safety Statements 24/25-22
WGK Germany 3
TSCA Yes
HS Code 29029090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Diphenylacetylene Usage And Synthesis
Chemical Propertieswhite crystals
UsesOrganic synthesis, purified grade, primary fluor or wavelength shifter in soluble scintillators.
UsesDiphenylacetylene is often used as a building block in organic and organometallic chemistry. It acts as dienophile and under goes Diels-Alder reaction with tetraphenylcyclopentadienone to prepare hexaphenylbenzene. It acts as a precursor in the preparation of 3-alkoxycyclopropene by reacting with benzal chloride in the presence of potassium t-butoxide.
DefinitionChEBI: An arylacetylene that is acetylene in which the hydrogens are replaced by phenyl groups.
Synthesis Reference(s)Canadian Journal of Chemistry, 61, p. 86, 1983 DOI: 10.1139/v83-015
Journal of the American Chemical Society, 87, p. 863, 1965 DOI: 10.1021/ja01082a029
The Journal of Organic Chemistry, 51, p. 3830, 1986 DOI: 10.1021/jo00370a016
Purification MethodsCrystallise tolan from EtOH. [Beilstein 5 H 656, 5 IV 2276.]
Diphenylphosphine Diphenyldimethoxysilane polyphenylacetylene Isophthalic acid Diphenylmethane Brodifacoum Diphenyl ether Diphenylsilane Benzophenone Phthalic acid Chlorodiphenylphosphine ETHYNYLFERROCENE Dichlorodiphenylsilane Bis(2-ethylhexyl) phthalate 1,3-Diphenyl-2-thiourea p-Phenylenediamine Phenylacetylene o-Phenylenediamine

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