4-Hydroxy-3,5-dimethoxycinnamic acid Chemical Properties

Melting point:

~202 °C

Boiling point:

285.61°C (rough estimate)

Density 

1.1478 (rough estimate)

refractive index 

1.4720 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

H₂O: slightly soluble

form 

powder

pka

4.53±0.10(Predicted)

color 

white

Odor

at 100.00?%. odorless

Water Solubility 

insoluble

BRN 

2130006

Stability:

Stable. Incompatible with strong oxidizing agents, strong bases. Combustible.

LogP

0.997 (est)

CAS DataBase Reference

530-59-6(CAS DataBase Reference)

NIST Chemistry Reference

Cinnamic acid, 4-hydroxy-3,5-dimethoxy-(530-59-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29189900

MSDS

• Language:English Provider:3,5-Dimethoxy-4-hydroxycinnamic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Hydroxy-3,5-dimethoxycinnamic acid Usage And Synthesis

Chemical Properties

yellow-brown crystalline powder

Uses

4-Hydroxy-3,5-dimethoxycinnamic acid is a commonly used matrix in MALDI mass spectrometry. It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb laser radiation and to also donate protons (H+) to the analyte of interest.

Uses

Sinapic acid was suitable as phenolic standard for HPLC analysis in determination of Sinapic acid derivatives in Canola extracts. 10 g/L of sinapinic acid with solvent was suitable as matrix for ultraviolet laser desorption mass spectrometric determination of proteins. It was also suitable to use as matrix for MALDI-TOFMS and MALDI-ion mobility-TOFMS to determine phospholipids in tissue.

Definition

ChEBI: A monohydroxycinnamic acid that is cinnamic acid in which the phenyl hydrogens at positions 3, 4, and 5 are replaced by methoxy, hydroxy, and methoxy groups, respectively.

General Description

Sinapic acid is an hydroxycinnamic acid derivative that occurs naturally in Brassicaceae species.

Biochem/physiol Actions

On removal of amino group from phenylalanine, catalysing with enzyme phenylalanine ammonia-lyase forms cinnamic acid. The precursor of hydroxycinnamates is produced after hydroxylation of benzene ring. One of the precursors produced is sinapic acid. Sinapic acid exhibits antimicrobial, antioxidant, anticancer, anti-inflammatory, and anti-anxiety activity. Sinapine (sinapoyl choline) has been acknowledged as an acetylcholinesterase inhibitor, making it therapeutically applicable in treatment of various diseases. 4-Vinylsyringol (a decarboxylation product of sinapic acid) is a potent antimutagenic and antioxidative agent, involved in suppressing the induction of inflammatory cytokines and carcinogenesis. Owing to their anti-oxidative activity, these compounds have been considered to be potentially employed in the pharmaceutical industry, cosmetics and food processing.

Purification Methods

Crystallise it from water. [Beilstein 10 H 508, 10 IV 2104.]

4-Hydroxy-3,5-dimethoxycinnamic acid(530-59-6)Related Product Information

• Hyaluronic acid
• 3-Hydroxycinnamic acid
• ALPHA-CYANO-4-HYDROXYCINNAMIC ACID
• Dimethyldimethoxysilane
• CHLOROPHOSPHONAZO III
• 1,1-Dimethoxyethane
• Cinnamic acid
• Citric acid
• Diphenyldimethoxysilane
• 4-Hydroxycinnamic acid
• Folic acid
• 3,4-Dimethoxycinnamonitrile
• Mustardseed Oil
• Ethyl 2-(Chlorosulfonyl)acetate
• 4-Methoxycinnamic acid
• 2-HYDROXYCINNAMIC ACID
• Caffeic acid
• p-Coumaric acid