4-Hydroxy-3,5-dimethoxycinnamic acid Property

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29189900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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.]