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CAS No.: | 4046-02-0 |
---|---|
Name: | Ethyl 4'-hydroxy-3'-methoxycinnamate |
Article Data: | 90 |
Molecular Structure: | |
Formula: | C12H14O4 |
Molecular Weight: | 222.241 |
Synonyms: | Ethyl ferulate;2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester;UNII-5B8915UELW;AI3-23714; |
EINECS: | 223-745-5 |
Density: | 1.173 g/cm3 |
Melting Point: | 63-65 °C(lit.) |
Boiling Point: | 382.3 °C at 760 mmHg |
Flash Point: | 132.5 °C |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39-36 |
PSA: | 55.76000 |
LogP: | 1.97710 |
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
ethanol
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
With acetyl chloride at 20℃; | 100% |
With sulfuric acid at 88℃; under 1034.32 Torr; for 0.05h; Microwave irradiation; | 94% |
With sulfuric acid for 4h; Reflux; | 94% |
Conditions | Yield |
---|---|
Stage #1: hydrogen ethyl malonate; vanillin With piperidine; pyridine at 100℃; for 24h; Knoevenagel Condensation; Stage #2: With hydrogenchloride In water at -10 - 0℃; for 24h; | 98% |
With piperidine In pyridine at 100℃; for 8h; Knoevenagel Condensation; | 97% |
With piperidine; pyridine; aniline | |
With pyridine Knoevenagel Condensation; Reflux; |
ethyl (E)-3-(4-acetoxy-3-methoxyphenyl)-prop-2-enoate
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
With ammonium acetate In methanol at 20℃; for 3.5h; | 98% |
With silica-supported phosphomolybdic acid In methanol at 20℃; for 2h; | 96% |
3-(4-hydroxy-3-methoxyphenyl)acrylic acid
ethanol
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
With sulfuric acid for 12h; | 96% |
With sulfuric acid Reflux; | 92% |
With acetyl chloride at 0 - 20℃; Inert atmosphere; | 86% |
With sulfuric acid Fischer-Speier Esterification; Sealed tube; Heating; Microwave irradiation; |
vanillin
ethyl (triphenylphosphoranylidene)acetate
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
In toluene for 4h; Wittig Olefination; Reflux; | 95% |
In chloroform Reflux; | 85% |
In chloroform for 5h; Wittig Olefination; Inert atmosphere; Reflux; | 85% |
Conditions | Yield |
---|---|
With Hoveyda-Grubbs catalyst first generation In 1,2-dichloro-ethane at 70℃; Cross Metathesis; Schlenk technique; Inert atmosphere; Glovebox; | 95% |
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
bismuth(lll) trifluoromethanesulfonate In tetrahydrofuran; water at 20℃; for 0.166667h; | 92% |
ethanol
trans-4-hydroxy-3-methoxycinnamic acid chloride
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
With pyridine; potassium carbonate In dichloromethane; chloroform; toluene at 70℃; for 6h; Temperature; Reagent/catalyst; | 87.8% |
With pyridine; potassium carbonate; triethylamine In dichloromethane; chloroform; toluene at 70℃; for 6h; Solvent; Reagent/catalyst; Concentration; Temperature; Time; | 87.8% |
(carbethoxymethyl)triphenylphosphonium bromide
vanillin
ethyl 4-hydroxy-3-methoxycinnamate
Conditions | Yield |
---|---|
With Amberlite IR-400 In N,N-dimethyl-formamide at 95℃; for 10h; Inert atmosphere; | 80% |
vanillin
ethyl (triphenylphosphoranylidene)acetate
A
ethyl 4-hydroxy-3-methoxycinnamate
cis-3-(4-Hydroxy-3-methoxyphenyl)-2-propensaeure-ethylester
Conditions | Yield |
---|---|
In dichloromethane at 50℃; under 10000 Torr; for 12h; Product distribution; other solvent, time, pressure, other sibstituent. aldehydes; | |
In dichloromethane at 50℃; under 10000 Torr; for 12h; Yield given. Yields of byproduct given; | |
In dichloromethane at 50℃; for 12h; normal pressure; Yield given. Yields of byproduct given; |
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Molecular structure of Ethyl ferulate (CAS NO.4046-02-0) is:
Product Name: Ethyl ferulate
CAS Registry Number: 4046-02-0
IUPAC Name: ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Molecular Weight: 222.23716 [g/mol]
Molecular Formula: C12H14O4
XLogP3: 2.2
H-Bond Donor: 1
H-Bond Acceptor: 4
EINECS: 223-745-5
Melting Point: 63-65 °C(lit.)
Surface Tension: 43.4 dyne/cm
Sensitive: Light Sensitive
Density: 1.173 g/cm3
Flash Point: 132.5 °C
Enthalpy of Vaporization: 65.54 kJ/mol
Boiling Point: 382.3 °C at 760 mmHg
Vapour Pressure: 2.17E-06 mmHg at 25°C
Product Categories: Aromatic Esters; Cinnamic acid
Safty information about Ethyl ferulate (CAS NO.4046-02-0) is:
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
Ethyl ferulate , its cas register number is 4046-02-0. It also can be called AI3-23714 ; UNII-5B8915UELW ; 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester ; Ethyl 4'-hydroxy-3'-methoxycinnamate .