206490

4-Ethinylanisol

97%

• Synonym(e): 4-Ethinylanisol
• Lineare Formel: CH₃OC₆H₄C≡CH
• CAS-Nummer: 768-60-5
• Molekulargewicht: 132.16
• MDL-Nummer: MFCD00168815
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24852402
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: solid
• Brechungsindex: n20/D 1.563 (lit.)
• bp: 87-91 °C/11 mmHg (lit.)
• mp (Schmelzpunkt): 28-29 °C (lit.)
• Dichte: 1.019 g/mL at 25 °C (lit.)
• SMILES String: COc1ccc(cc1)C#C
• InChI: 1S/C9H8O/c1-3-8-4-6-9(10-2)7-5-8/h1,4-7H,2H3
• InChIKey: KBIAVTUACPKPFJ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

4-Ethynylanisole can be used as a building block in organic synthesis and also used in sonogashira coupling reactions.

Anwendung

1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.

Forms the corresponding propargyl aldehyde in good yield directly from DMF-dimethyl acetal without the need for making an acetylide salt.

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.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): 179.6 °F - closed cup
• Flammpunkt (°C): 82 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)