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4-Ethynylanisole

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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
Product Categories:
  • Alkynes
  • Building Blocks
  • Liquid Crystal intermediates
  • Chemical Synthesis
  • Organic Building Blocks
  • Terminal
  • pharmacetical
  • Aromatics Compounds
  • Aromatics
Mol File:
768-60-5.mol
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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.)
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
InChIKey
KBIAVTUACPKPFJ-UHFFFAOYSA-N
CAS DataBase Reference
768-60-5(CAS DataBase Reference)
NIST Chemistry Reference
4-CH3O-C6H4-CCH(768-60-5)
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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

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4-Ethynylanisole Usage And Synthesis

Chemical Properties

Pale Yellow Oil

Uses

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

Uses

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

Uses

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.

Uses

Intermediates of Liquid Crystals

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.

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