3-Methoxycinnamic acid Chemical Properties

Melting point:

116-119 °C(lit.)

Boiling point:

250.41°C (rough estimate)

Density 

1.1479 (rough estimate)

refractive index 

1.5088 (estimate)

storage temp. 

2-8°C

solubility 

almost transparency in Methanol

form 

powder to crystal

pka

pK1:4.376 (25°C)

color 

White to Almost white

BRN 

2209732

LogP

1.362 (est)

CAS DataBase Reference

6099-04-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2918999090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Methoxycinnamic acid Usage And Synthesis

Chemical Properties

White to light brown fine crystalline powde

Uses

3-Methoxycinnamic acid is a key intermediate in the synthesis of phosphatidylcholines containing cinnamic acids that exhibits antiproliferative properties against human cancer cell lines.

Definition

ChEBI: 3-Methoxycinnamic acid is a hydroxycinnamic acid.

Synthesis

GENERAL METHODS: Lithium tert-butoxide or potassium tert-butoxide (3.0 mmol), water (2.0 mL), and acrylic acid (1.2 mmol) were sequentially added to a Schlenk reaction tube and stirred at room temperature for 10 min under nitrogen atmosphere protection. Subsequently, m-bromoanisole (1.0 mmol) and palladium(II)-imidazole complex 1 (1.0 mol%) were added. The reaction mixture was stirred at 100 °C for 12 hours. After completion of the reaction, it was cooled to room temperature and the pH was adjusted to 1 with 4 M hydrochloric acid, followed by extraction with ethyl acetate. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by fast column chromatography on silica gel to afford the target product 3-methoxycinnamic acid.

References

[1] New Journal of Chemistry, 2015, vol. 39, # 3, p. 2052 - 2059
[2] Journal of Chemical Research, 2013, vol. 37, # 5, p. 294 - 297

3-Methoxycinnamic acid(6099-04-3)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• trans-Cinnamic acid
• Folic acid
• Hyaluronic acid
• Methyl cinnamate
• N-BUTYL CINNAMATE
• alpha-Methylcinnamic acid
• 4-Hydroxycinnamic acid
• Ethyl cinnamate
• Acrylic acid
• Citric acid
• Ascoric Acid
• Octyl 4-methoxycinnamate
• 3,4,5-Trimethoxycinnamic acid
• ETHOXYLATED BISPHENOL A DIACRYLATE
• 3,4-Dimethoxycinnamonitrile
• IsoaMyl 4-MethoxycinnaMate
• 4-Methoxycinnamic acid