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CAS No.: | 1135-24-6 |
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Name: | Ferulic Acid |
Article Data: | 223 |
Cas Database | |
Molecular Structure: | |
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Formula: | C10H10O4 |
Molecular Weight: | 194.187 |
Synonyms: | 2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-;(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate;3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid;3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid;caffeic acid 3-methyl ether;3-(4-Hydroxy-3-methoxyphenyl)acrylic acid;2-Propenoic acid,3-(4-hydroxy-3-methoxyphenyl)-;2-Propenoic acid, 3- (4-hydroxy-3-methoxyphenyl)-;Ferulate;3-Methoxy-4-hydroxy-trans-cinnamate;Cinnamic acid, 4-hydroxy-3-methoxy-;3-methoxy-4-hydroxycinnamic acid;Natural ferulic acid;Ferulic acid 99.5%;FerulicAcid;Gamma-Oryzanol, Ferulic acid;Fumalic acid; |
EINECS: | 214-490-0 |
Density: | 1.316 g/cm3 |
Melting Point: | 168-172 °C(lit.) |
Boiling Point: | 372.3 °C at 760 mmHg |
Flash Point: | 150.5 °C |
Solubility: | Soluble in water |
Appearance: | Pale Yellow Solid |
Hazard Symbols: |
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Risk Codes: | 36/37/38 |
Safety: | 26-36-37/39 |
PSA: | 66.76000 |
LogP: | 1.49860 |
Conditions | Yield |
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With sodium hydroxide In methanol; water for 3h; Reflux; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 8h; | 98% |
With Sporotrichum thermophile type C feruloyl esterase; water Enzyme kinetics; | |
With recombinant Tan410 In aq. phosphate buffer at 35℃; for 0.75h; pH=7; Enzymatic reaction; |
Conditions | Yield |
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With piperidine; pyridine for 0.0833333h; microwave irradiation; | 94% |
With piperidine; p-toluidine In toluene at 80℃; for 3h; Knoevenagel Condensation; | 94% |
With bismuth(III) chloride for 0.0833333h; Doebner condensation; Microwave irradiation; Neat (no solvent); | 93% |
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
Conditions | Yield |
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bismuth(lll) trifluoromethanesulfonate In tetrahydrofuran; water at 20℃; for 0.416667h; | 90% |
Conditions | Yield |
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With lithium hydroxide monohydrate In tetrahydrofuran; methanol; water at 20℃; for 18h; Inert atmosphere; Schlenk technique; Glovebox; | 89% |
With Sporotrichum thermophile type C feruloyl esterase; water Enzyme kinetics; |
malonic acid
3-methoxy-2-hydroxybenzaldehyde
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
Conditions | Yield |
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With 1-n-butyl-3-methylimidazolim bromide at 60℃; for 8h; Knoevenagel-Doebner condensation; | 83% |
Conditions | Yield |
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With 5,10,15,20-tetra(2',6'-dichlorophenyl)porphyrinatoiron(III) chloride; dihydrogen peroxide; acetylacetone In dichloromethane at 20℃; for 2.5h; | A 2.1% B 3.3% C 70% |
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
Conditions | Yield |
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With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; sodium hydroxide In water at 120℃; for 6h; | 60% |
3-methyl-4-nitro-5-<2-(3-methoxy-4-hydroxyphenyl)ethenyl>isoxazole
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
Conditions | Yield |
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With sodium hydroxide for 2h; Heating; | 49.7% |
Conditions | Yield |
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O-methyltransferase pH 7; |
(E,E)-3-(4-hydroxy-3-methoxyphenyl)allyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
A
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
B
coniferal alcohol
C
(E)-4-(3-methoxy-1-propenyl)-2-methoxyphenol
Conditions | Yield |
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Product distribution; hydrolysis by various reaction conditions to various product; |
IUPAC Name: (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Empirical Formula: C10H10O4
Molecular Weight: 194.184g/mol
EINECS: 208-679-7
Structure of 4-Hydroxy-3-methoxycinnamic acid (CAS NO.1135-24-6):
Index of Refraction: 1.626
Molar Refractivity: 52.26 cm3
Molar Volume: 147.4 cm3
Polarizability: 20.72×10-24cm3
Surface Tension: 56.1 dyne/cm
Density: 1.316 g/cm3
Flash Point: 150.5 °C
Enthalpy of Vaporization: 65.35 kJ/mol
Melting Point: 168-172 °C(lit.)
Boiling Point: 372.3 °C at 760 mmHg
Vapour Pressure: 3.34E-06 mmHg at 25°C
Water Solubility: soluble
Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Cinnamic Acids, Esters and Derivatives;Aromatics
Canonical SMILES: COC1=C(C=CC(=C1)C=CC(=O)O)O
Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)O)O
InChI: InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
InChIKey: KSEBMYQBYZTDHS-HWKANZROSA-N
1.It is an antioxidant in the sense that it is reactive toward free radicals such as reactive oxygen species (ROS). ROS and free radicals are implicated in DNA damage, cancer, accelerated cell aging.
2.It may have pro-apoptotic effects in cancer cells, thereby leading to their destruction.
3.It may be effective at preventing cancer induced by exposure to the carcinogenic compounds benzopyreneand 4-nitroquinoline 1-oxide.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD | intraperitoneal | > 350mg/kg (350mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA BEHAVIORAL: REGIDITY | Indian Journal of Pharmaceutical Sciences. Vol. 49, Pg. 77, 1987. |
mouse | LD50 | intravenous | 857mg/kg (857mg/kg) | Chemical and Pharmaceutical Bulletin. Vol. 38, Pg. 1620, 1990. |
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: UD3365500
Hazard Note: Irritant
Hazardous Substances Data: 1135-24-6(Hazardous Substances Data)
4-Hydroxy-3-methoxycinnamic acid , its cas register number is 1135-24-6. It also can be called 3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid ; 3-Methoxy-4-hydroxycinnamic acid ; 4-Hydroxy-3-methoxy cinnamic acid ; CCRIS 3256 ; Cinnamic acid, 4-hydroxy-3-methoxy- ; Coniferic acid ; Ferulic acid .
4-Hydroxy-3-methoxycinnamic acid (CAS NO.1135-24-6) is a pale yellow solid.