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Ethyl 4'-hydroxy-3'-methoxycinnamate

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Name

Ethyl 4'-hydroxy-3'-methoxycinnamate

EINECS 223-745-5
CAS No. 4046-02-0 Density 1.173 g/cm3
PSA 55.76000 LogP 1.97710
Solubility N/A Melting Point 63-65 °C(lit.)
Formula C12H14O4 Boiling Point 382.3 °C at 760 mmHg
Molecular Weight 222.241 Flash Point 132.5 °C
Transport Information N/A Appearance N/A
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 4046-02-0 (Ethyl 4'-hydroxy-3'-methoxycinnamate) Hazard Symbols IrritantXi
Synonyms

Ethyl ferulate;2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester;UNII-5B8915UELW;AI3-23714;

Article Data 90

Ethyl 4'-hydroxy-3'-methoxycinnamate Synthetic route

1135-24-6

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

64-17-5

ethanol

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
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%
1071-46-1

hydrogen ethyl malonate

121-33-5

vanillin

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
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;
6635-27-4

ethyl (E)-3-(4-acetoxy-3-methoxyphenyl)-prop-2-enoate

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
With ammonium acetate In methanol at 20℃; for 3.5h;98%
With silica-supported phosphomolybdic acid In methanol at 20℃; for 2h;96%
1135-24-6

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

64-17-5

ethanol

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
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;
121-33-5

vanillin

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
In toluene for 4h; Wittig Olefination; Reflux;95%
In chloroform Reflux;85%
In chloroform for 5h; Wittig Olefination; Inert atmosphere; Reflux;85%
97-54-1

2-methoxy-4-propenylphenol

140-88-5

ethyl acrylate

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
With Hoveyda-Grubbs catalyst first generation In 1,2-dichloro-ethane at 70℃; Cross Metathesis; Schlenk technique; Inert atmosphere; Glovebox;95%

ethyl (E)-3-(3-methoxy-4-(methoxymethoxy)phenyl)acrylate

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
bismuth(lll) trifluoromethanesulfonate In tetrahydrofuran; water at 20℃; for 0.166667h;92%
64-17-5

ethanol

138769-50-3, 108608-04-4

trans-4-hydroxy-3-methoxycinnamic acid chloride

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
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%
1530-45-6

(carbethoxymethyl)triphenylphosphonium bromide

121-33-5

vanillin

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

Conditions
ConditionsYield
With Amberlite IR-400 In N,N-dimethyl-formamide at 95℃; for 10h; Inert atmosphere;80%
121-33-5

vanillin

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

A

4046-02-0

ethyl 4-hydroxy-3-methoxycinnamate

4046-02-0, 28028-62-8, 74257-26-4

cis-3-(4-Hydroxy-3-methoxyphenyl)-2-propensaeure-ethylester

Conditions
ConditionsYield
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;

Ethyl 4'-hydroxy-3'-methoxycinnamate Chemical Properties

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

Ethyl 4'-hydroxy-3'-methoxycinnamate Safety Profile

Safty information about Ethyl ferulate (CAS NO.4046-02-0) is:
Hazard Codes: IrritantXi
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 4'-hydroxy-3'-methoxycinnamate Specification

 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 .

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