4-Ethynylanisole

4-Ethynylanisole
  • CAS No.:768-60-5
Other grades of this product :
4-Ethynylanisole Basic information
Product Name:4-Ethynylanisole
Synonyms:Benzene, 1-ethynyl-4-methoxy-;P-ETHYNYLANISOLE;1-ETH-1-YNYL-4-METHOXYBENZENE;1-ETHYNYL-4-METHOXYBENZENE;4-ETHYNYLANISOLE;4'-METHOXYPHENYL ACETYLENE;4-METHOXYPHENYLACETYLENE;Benzene, 1-ethynyl-4-methoxy- (9CI)
CAS:768-60-5
MF:C9H8O
MW:132.16
EINECS:
Product Categories:Alkynes;Building Blocks;Liquid Crystal intermediates;Chemical Synthesis;Organic Building Blocks;Terminal;pharmacetical;Aromatics Compounds;Aromatics
Mol File:768-60-5.mol
4-Ethynylanisole Chemical Properties
Melting point 28-29 °C (lit.)
Boiling point 87-91 °C/11 mmHg (lit.)
density 1.019 g/mL at 25 °C (lit.)
refractive index n20/D 1.563(lit.)
Fp 180 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Acetontrile (Slightly), Chloroform (Slightly)
form Liquid or Low Melting Solid
color Clear colorless to deep yellow or brown
Water Solubility Insoluble in water. Soluble in chloroform, acetone, dichloromethane, and methanol.
Sensitive Light Sensitive
Stability:Light and Temperature Sensitive
InChIKeyKBIAVTUACPKPFJ-UHFFFAOYSA-N
CAS DataBase Reference768-60-5(CAS DataBase Reference)
NIST Chemistry Reference4-CH3O-C6H4-CCH(768-60-5)
Safety Information
Hazard Codes Xn,F
Risk Statements 22
Safety Statements 24/25
RIDADR UN 1325 4.1/PG 2
WGK Germany 3
PackingGroup II
HS Code 29093090
MSDS Information
ProviderLanguage
SigmaAldrich English
4-Ethynylanisole Usage And Synthesis
Chemical PropertiesPale Yellow Oil
UsesIntermediate in the synthesis of histamine H3-receptor antagonists. Also utilized to prepare its luminescent copper complex
UsesIntermediates of Liquid Crystals
Uses1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.1
Uses4-Ethynylanisole was used in the synthesis of photo luminescent 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-vinylindoles3.
Synthesis Reference(s)Organic Syntheses, Coll. Vol. 9, p. 230, 1998Synthesis, p. 305, 1978Tetrahedron, 62, p. 6673, 2006 DOI: 10.1016/j.tet.2005.12.077
General Description4-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.

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