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117706 Aldrich

Phenylacetylene

98%

Synonym: Ethynylbenzene

  • CAS Number 536-74-3

  • Linear Formula C6H5CCH

  • Molecular Weight 102.13

  •  Beilstein Registry Number 605461

  •  MDL number MFCD00008570

  •  PubChem Substance ID 24847341

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
vapor pressure   17.6 mmHg ( 37.7 °C)
InChI Key   UEXCJVNBTNXOEH-UHFFFAOYSA-N
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.)
storage temp.   2-8°C

Description

Packaging

25, 100 mL in glass bottle

Application

Phenylacetylene was used in a study to investigate the mechanism of product formation during the palladium-catalysed phenylacetylene oxidative carbonylation reaction.

General description

Phenylacetylene undergoes polymerization catalyzed by Rh and Pt complexes to form polyphenylacetylene.

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Laboratory Gloves
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3295C 3 / PGIII
WGK Germany 
3
RTECS 
DA0780000
Flash Point(F) 
80.6 °F
Flash Point(C) 
27 °C
Protocols & Articles

Articles

Copper-Free Sonogashira Coupling of Cyclopropyl Iodides with Terminal Alkynes

An efficient palladium-catalyzed cyanation of aryl chlorides is established. In the presence of a highly effective Pd/CM-phos catalyst, cyanation of aryl chlorides proceeds at 71 �C in general, which...
Keywords: Catalysis, Chromatography, Column chromatography, Gas chromatography, Ligands, Nuclear magnetic resonance spectroscopy

New Aromatic Terminal Alkynes

The terminal alkyne functionality has a wide range of applications including most recently the synthesis of spiropyran substituted 2,3-dicyanopyrazines1 and (±)-asteriscanolide,2 as well as conversio...
Chemfiles Volume 3 Article 5
Keywords: Applications, Medicinal chemistry, Organic synthesis

Pd(PhCN)2Cl2/P(t-Bu)3: A Versatile Catalyst for Sonogashira Reactions of Aryl Bromides at Room Temperature

The Suzuki-Miyaura cross-coupling of unprotected, nitrogen-rich heterocycles using precatalysts P1 or P2 is reported. The procedure allows for the reaction of variously substituted indazole, benzimid...
Keywords: Catalysis, Chromatography, Column chromatography, Coupling reactions, Cross couplings

Related Content

Alkynes and Acetylenic Building Blocks

Aldrich Chemistry lists over 600 alkyne building blocks, including a wide array of propargyl alcohols, acetylenic boron reagents, and halogenated substrates for cross-coupling. Additionally, many of ...
Keywords: Building blocks, Coupling reactions, Cross couplings

Peer-Reviewed Papers
15

References

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