4-Methoxystyrene Chemical Properties

Melting point:

2°C

Boiling point:

41-42 °C/0.5 mmHg (lit.)

Density 

1.009 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.562

Flash point:

170 °F

storage temp. 

Store at <= 20°C.

solubility 

Slightly miscible with methanol.

form 

Liquid

Specific Gravity

1.009

color 

Clear colorless to yellow

Odor

sweet

BRN 

1098935

LogP

2.874 (est)

CAS DataBase Reference

637-69-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-ethenyl-4-methoxy-(637-69-4)

EPA Substance Registry System

Benzene, 1-ethenyl-4-methoxy- (637-69-4)

Safety Information

Safety Statements 

23-24/25

WGK Germany 

3

HS Code 

29093090

MSDS

• Language:English Provider:4-Vinylanisole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Methoxystyrene Usage And Synthesis

Description

4-Methoxystyrene (Para-methoxystyrene) is an important chemical raw material, can replace styrene compounds, and is widely applied to various fields such as a light polymerization inhibitor, a material, a medical intermediate, a pesticide, an adhesive, a coating, a sun-screening agent and the like. Besides, the p-methoxystyrene can be used as a polymerization monomer to synthesize polymers with different structures, and the synthesized polymer contains a protecting group which is easily subjected to acidolysis by light so that the p-methoxystyrene can be used as an excellent corrosion-resistant material to be applied to the electronic information industry.

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

4-Methoxystyrene is employed in the ferric chloride-catalyzed addition of activated methylenes to styrenes. It acts as a monomer in polymerization reactions. Further, it is used to prepare 1,1,2,2-Tetracyano-3-(p-methoxyphenyl)cyclobutane by reacting with ethenetetracarbonitrile.

Synthesis Reference(s)

Chemistry Letters, 13, p. 1897, 1984
The Journal of Organic Chemistry, 52, p. 422, 1987 DOI: 10.1021/jo00379a020
Tetrahedron Letters, 35, p. 8773, 1994 DOI: 10.1016/S0040-4039(00)78494-2

Synthesis

The current methods for synthesizing 4-Methoxystyrene mainly comprise:
P-methoxy styrene is prepared by taking p-methoxy benzyl alcohol as a raw material and reacting with triphenylphosphine, formaldehyde and hydrobromic acid through the Wittig reaction.
P-methoxyacetophenone is used as a raw material, reduced to 1- (4-methoxyphenyl) ethanol by potassium borohydride, esterified with excessive potassium bisulfate in cyclohexane to generate sulfonic acid-1- (4-methoxyphenyl) ethyl ester, and finally subjected to elimination reaction to obtain 4-Methoxystyrene.
In 2021, an invention discloses a method for synthesizing 4-methoxystyrene, which comprises the steps of using p-methoxyacetophenone as a raw material, firstly carrying out hydrogenation reduction to generate 1- (4-methoxyphenyl) ethanol, then carrying out dehydration elimination reaction to obtain a crude product, and finally rectifying to obtain the 4-methoxystyrene. The invention adopts a catalytic hydrogenation method to get the intermediate 1- (4-methoxyphenyl) ethanol. The reaction selectivity of the step is excellent and can reach 98-99%, and meanwhile, hydrogen is used as a cleaning gas so that environmental pollution is avoided and industrial production is facilitated.

4-Methoxystyrene(637-69-4)Related Product Information

• 4-Methoxyphenylacetone
• 4-Methoxybenzylchloride
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• p-Anisidine
• 4-Methoxybenzoic acid
• 4-Methoxyphenol
• p-Anisaldehyde
• 4-(Trifluoromethoxy)aniline
• Anisole
• (Trifluoromethoxy)benzene
• 4-Methoxyphenylacetic acid
• 4'-Methoxyacetophenone
• 4-Methoxyphenethylamine
• 4'-Methylacetophenone
• 4-Methylbenzyl cyanide
• Methoxypropiophenone
• 4'-Methylpropiophenone
• trans-2,4,5-Trimethoxycinnamic acid