4-Ethynylanisole

Synonym(s):1-Ethynyl-4-methoxybenzene

CAS NO.：768-60-5
Empirical Formula: C9H8O
Molecular Weight: 132.16
MDL number: MFCD00168815
SAFETY DATA SHEET (SDS)
Update Date: 2026-01-13 11:22:46

What is 4-Ethynylanisole?

Chemical properties

Pale Yellow Oil

The Uses of 4-Ethynylanisole

4-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.

The Uses of 4-Ethynylanisole

Intermediate in the synthesis of histamine H3-receptor antagonists. Also utilized to prepare its luminescent copper complex

The Uses of 4-Ethynylanisole

Intermediates of Liquid Crystals

The Uses of 4-Ethynylanisole

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

Definition

ChEBI: 1-Eth-1-ynyl-4-methoxybenzene is a member of methoxybenzenes.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 9, p. 230, 1998
Synthesis, p. 305, 1978
Tetrahedron, 62, p. 6673, 2006 DOI: 10.1016/j.tet.2005.12.077

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.

Properties of 4-Ethynylanisole

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.)
Flash point:	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
CAS DataBase Reference	768-60-5(CAS DataBase Reference)
NIST Chemistry Reference	4-CH3O-C6H4-CCH(768-60-5)

Safety information for 4-Ethynylanisole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.