FERULIC ACID METHYL ESTER
- Product Name
- FERULIC ACID METHYL ESTER
- CAS No.
- 2309-07-1
- Chemical Name
- FERULIC ACID METHYL ESTER
- Synonyms
- METHYL FERULATE;METHYL 4-HYDROXY-3-METHOXYCINNAMATE;2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester;trans-methylferulate;4-hydroxy-3-methoxycinnamate;Methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate;Maritin F;rans-methylferulate;4-HYDROXY-3-METHOXYCINNA;Ferulic acid methyl este
- CBNumber
- CB0448918
- Molecular Formula
- C11H12O4
- Formula Weight
- 208.21
- MOL File
- 2309-07-1.mol
FERULIC ACID METHYL ESTER Property
- Melting point:
- 62-65°C
- Boiling point:
- 163 °C(Press: 1 Torr)
- Density
- 1.204±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Acetone (Slightly), Chloroform (Slightly), Ethyl Acetate (Sparingly)
- form
- Solid
- pka
- 8.88±0.18(Predicted)
- color
- White to Off-White
- Water Solubility
- Slightly soluble in water.
- InChI
- InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3
- InChIKey
- AUJXJFHANFIVKH-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C=CC1=CC=C(O)C(OC)=C1
- LogP
- 2.209 (est)
- CAS DataBase Reference
- 2309-07-1(CAS DataBase Reference)
- NIST Chemistry Reference
- 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester(2309-07-1)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- RTECS
- GD9470000
- HS Code
- 2918999090
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 17881
- Product name
- Ferulic Acid methyl ester
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $74
- Updated
- 2024/03/01
- Product number
- 17881
- Product name
- Ferulic Acid methyl ester
- Purity
- ≥98%
- Packaging
- 5g
- Price
- $193
- Updated
- 2024/03/01
- Product number
- 17881
- Product name
- Ferulic Acid methyl ester
- Purity
- ≥98%
- Packaging
- 500mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- F308940
- Product name
- FerulicAcidMethylEster
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- M323693
- Product name
- Methyl4-Hydroxy-3-methoxycinnamate
- Packaging
- 10g
- Price
- $175
- Updated
- 2021/12/16
FERULIC ACID METHYL ESTER Chemical Properties,Usage,Production
Chemical Properties
It is a white crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the leaves of Tetragononia tetragonoides (Pall.) O.kuntze, a member of the Aizoaceae family.
Uses
Ferulic acid is a hydroxycinnamic acid that is abundant in plants and originally derived from giant fennel (F. communis). This naturally-occurring phenolic has antioxidant activities that provide protection against inflammation and cancer. Ferulic acid methyl ester is a lipophilic derivative of ferulic acid, demonstrating increased ability to cross cell membranes. Ferulic acid methyl ester has less antioxidant capacity than ferulic acid in neuronal PC12 cells (IC50 = 74.7 μM for ferulic acid ethyl ester vs. 44.6 μM for ferulic acid, 2,2-diphenyl-1-picrylhydrazyl radical scavenging). Ferulic acid methyl ester, at 10-25 μg/ml, inhibits the release of pro-inflammatory cytokines, blocks the expression of COX-2, and reduces nitric oxide generation from LPS-stimulated macrophages.
Uses
Ferulic Acid Methyl Ester is a derivative of Ferulic Acid (F308900), used as an antioxidant and food preservative. It has less antioxidant capacity than ferulic acid.
Definition
ChEBI: A cinnamate ester that is the methyl ester of ferulic acid. It has been isolated from Pisonia aculeata.
Synthesis
67-56-1
1135-24-6
22329-76-6
General procedure for the synthesis of methyl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate from methanol and 3-methoxy-4-hydroxyphenylacrylic acid: ferulic acid (1.94 g, 10 mmol) was dissolved in anhydrous methanol (3.20 g, 100 mmol), and 0.25 mL of concentrated sulfuric acid was added as catalyst. The reaction was refluxed under stirring and the progress was monitored by thin layer chromatography (TLC). After the disappearance of the raw material point, the reaction was stopped and cooled to room temperature. The reaction mixture was poured into an ice-water system and the remaining acid was neutralized with a 10% excess of sodium carbonate solution. Subsequently, the reaction mixture was washed with saturated brine and extracted with ether. After separation of the organic phase, the organic layers were combined and dried over anhydrous sodium sulfate. After filtration to remove the desiccant, the solvent was evaporated under reduced pressure to give the crude product. The crude product was eluted with hexane and further purified by recrystallization to afford (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid methyl ester in the form of a white solid with a mass of 1.42 g (theoretical mass 2.08 g) in 68.3% yield.
References
[1] European Journal of Medicinal Chemistry, 2009, vol. 44, # 1, p. 332 - 344
[2] Chinese Chemical Letters, 2014, vol. 25, # 3, p. 474 - 478
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6085 - 6088
[4] Molecular Crystals and Liquid Crystals, 2016, vol. 624, # 1, p. 59 - 68
[5] Organic and Biomolecular Chemistry, 2009, vol. 7, # 11, p. 2367 - 2377
FERULIC ACID METHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from FERULIC ACID METHYL ESTER manufacturers
- Product
- FERULIC ACID METHYL ESTER 2309-07-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-01
- Product
- FERULIC ACID METHYL ESTER 2309-07-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99.8%
- Supply Ability
- 1000 kg
- Release date
- 2024-12-11
- Product
- FERULIC ACID METHYL ESTER 2309-07-1
- Price
- US $30.00-10.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 10 tons
- Release date
- 2023-11-15