206490
4-Ethynylanisole
97%
Synonym(s):
1-Ethynyl-4-methoxybenzene
Sign Into View Organizational & Contract Pricing
All Photos(3)
About This Item
Linear Formula:
CH3OC6H4C≡CH
CAS Number:
Molecular Weight:
132.16
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
form
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
Looking for similar products? Visit Product Comparison Guide
Related Categories
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.
4-Ethynylanisole can be used as a building block in organic synthesis and also used in sonogashira coupling reactions.
4-Ethynylanisole can be used as a building block in organic synthesis and also used in sonogashira coupling reactions.
Application
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.
WGK
WGK 3
Flash Point(F)
179.6 °F
Flash Point(C)
82 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service