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206490 Aldrich

4-Ethynylanisole

97%

Synonym: 1-Ethynyl-4-methoxybenzene

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
InChI Key   KBIAVTUACPKPFJ-UHFFFAOYSA-N
assay   97%
refractive index   n20/D 1.563(lit.)
bp   87-91 °C/11 mmHg(lit.)
mp   28-29 °C(lit.)
density   1.019 g/mL at 25 °C(lit.)

Description

Packaging

1, 5 g in glass bottle

Application

4-Ethynylanisole was used:
• in the synthesis of photoluminescent 1,2-dihydrophosphinines via a [4 + 2] cycloaddition
• along with an arylboronic acid and sodium azide in a copper-catalyzed, three-component synthesis of trisubstituted 1,2,4-triazoles
• in a study of a gold (III)-catalyzed hydroamination of alkynes leading to N-vinylindoles.

General description

4-Ethynylanisole forms the corresponding propargyl aldehyde in good yield directly from DMF-dimethyl acetal without the need for making an acetylide salt. 1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.

Price and Availability

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
179.6 °F
Flash Point(C) 
82 °C
Protocols & Articles

Articles

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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