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Merck
모든 사진(3)

문서

206490

Sigma-Aldrich

4-Ethynylanisole

97%

동의어(들):

1-Ethynyl-4-methoxybenzene

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About This Item

Linear Formula:
CH3OC6H4C≡CH
CAS Number:
Molecular Weight:
132.16
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

분석

97%

형태

solid

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.)

SMILES string

COc1ccc(cc1)C#C

InChI

1S/C9H8O/c1-3-8-4-6-9(10-2)7-5-8/h1,4-7H,2H3

InChI key

KBIAVTUACPKPFJ-UHFFFAOYSA-N

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일반 설명

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.

애플리케이션

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

179.6 °F - closed cup

Flash Point (°C)

82 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Tetrahedron Letters, 45, 5043-5043 (2004)
Formal [3+2] addition of acceptor-substituted cyclopropylmethylsilanes with aryl acetylenes.
Veejendra K Yadav et al.
Angewandte Chemie (International ed. in English), 43(20), 2669-2671 (2008-07-17)
Yuhua Zhang et al.
Organic letters, 9(4), 627-630 (2007-02-09)
A highly efficient double-hydroamination reaction of o-alkynylanilines with terminal alkynes leading to N-alkenylindoles was developed by using gold(III) as a catalyst under neat conditions. [reaction: see text].
Synlett, 278-278 (2007)
Resorcinol--formaldehyde resins as metal-free semiconductor photocatalysts for solar-to-hydrogen peroxide energy conversion
Shiraishi, Yasuhiro and Takii, et al.
Nature Materials, 18, 985-993 (2019)

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