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Ethyl 4-hydroxy-3-methoxycinnamate Basic information |
Product Name: | Ethyl 4-hydroxy-3-methoxycinnamate |
Synonyms: | ETHYL 4-HYDROXY-3-METHOXYCINNAMATE;Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate;ETHYL TRANS-3-(4'-HYDROXY-3'-METHOXYPHENYL)ACRYLATE;ETHYL FERULATE;FERULIC ACID ETHYL ESTER;BUTTPARK 121 4-55;4-HYDROXY-3-METHOXYCINNAMIC ACID ETHYL ESTER;RARECHEM AL BI 0735 |
CAS: | 4046-02-0 |
MF: | C12H14O4 |
MW: | 222.24 |
EINECS: | 223-745-5 |
Product Categories: | Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks;Aromatic Esters;Cinnamic acid;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors |
Mol File: | 4046-02-0.mol |
Ethyl 4-hydroxy-3-methoxycinnamate Chemical Properties |
Melting point | 63-65 °C(lit.) |
Boiling point | 164-166 °C0.5 mm Hg(lit.) |
density | 1.0643 (rough estimate) |
refractive index | 1.4560 (estimate) |
storage temp. | Sealed in dry,Room Temperature |
solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
form | Solid |
pka | 8.88±0.18(Predicted) |
color | White to Off-White |
Sensitive | Light Sensitive |
BRN | 2696807 |
Stability: | Hygroscopic, Light Sensitive |
InChIKey | ATJVZXXHKSYELS-FNORWQNLSA-N |
LogP | 1.940 (est) |
CAS DataBase Reference | 4046-02-0(CAS DataBase Reference) |
NIST Chemistry Reference | ethyl ferulate(4046-02-0) |
Safety Information |
Hazard Codes | Xi |
Risk Statements | 36/37/38 |
Safety Statements | 26-37/39-36 |
WGK Germany | 3 |
Hazard Note | Irritant |
HS Code | 29189900 |
MSDS Information |
Provider | Language |
---|---|
SigmaAldrich | English |
ALFA | English |
Ethyl 4-hydroxy-3-methoxycinnamate Usage And Synthesis |
Description | Ferulic acid is a hydroxycinnamic acid that is abundant in plants and originally derived from giant fennel (F. communis). This naturally- |
Uses | Ferulic acid ethyl ester is an ethyl ester derivative of Ferulic acid (F308900), which is used as an antioxidant and food preservative. |
Synthesis | To an ice-chilled suspension of trans-ferulic acid (1.942 g, 10 mmol, 1 eq) in absolute ethanol (20 mL) was added thionyl chloride (0.87 mL, 12 mmol, 1.2 eq). The resulting mixture was refluxed with stirring for 20 h. The solution was concentrated in vacuo, dissolved in ethyl acetate (30 mL) and washed with a 1 M HCI solution (15 mL), saturated NaHCOs solution (15 mL) and brine (15 mL). The organic layer was dried over anhydrous NajSC and concentrated in vacuo to afford Ethyl 4-hydroxy-3-methoxycinnamate as an orange oil (2.185 g, yield: 98%). |