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Basic Information
| CAS No.: | 2025-40-3 | ||||||||
|---|---|---|---|---|---|---|---|---|---|
| Name: | ALPHA-CYANOCINNAMIC ACID ETHYL ESTER | ||||||||
| Article Data: | 163 | ||||||||
| Molecular Structure: | |||||||||
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| Formula: | C12H11 N O2 | ||||||||
| Molecular Weight: | 201.225 | ||||||||
| Synonyms: | Cinnamicacid, a-cyano-, ethyl ester(6CI,7CI,8CI); 2-Cyano-3-phenyl-2-propenoic acid ethyl ester; 2-Cyano-3-phenylacrylicacid ethyl ester; 3-Phenyl-2-cyano-2-propenoic acid ethyl ester;Benzylidenecyanoacetic acid ethyl ester; Ethyl 2-benzylidene-2-cyanoacetate;Ethyl 2-cyano-2-(benzylidene)acetate; Ethyl 2-cyano-3-phenyl-2-propenoate;Ethyl 2-cyano-3-phenylacrylate; Ethyl 3-phenyl-2-cyano-2-propenoate; Ethylbenzylidenecyanoacetate; Ethyl a-benzylidenecyanoacetate; Ethyl a-cyanocinnamate; NSC 8904 | ||||||||
| Density: | 1.139g/cm3 | ||||||||
| Melting Point: |
51-53 °C(lit.) |
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| Boiling Point: |
188 °C15 mm Hg(lit.) |
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| Flash Point: | 156.4°C | ||||||||
| Hazard Symbols: |
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| Risk Codes: | 20/21/22-36/37/38 | ||||||||
| Safety: |
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| PSA: | 50.09000 | ||||||||
| LogP: | 2.15668 | ||||||||
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.0833333h; Knoevenagel Condensation; Green chemistry; | 100% |
| With N,N-dimethyl-cyclohexanamine In water at 20℃; Knoevenagel Condensation; | 100% |
| With mesoporous hybrid catalyst HYB-75P-25B In ethanol at 59.84℃; for 3.5h; Knoevenagel condensation; Inert atmosphere; | 99% |
- 1125-88-8
benzaldehyde dimethyl acetal
- 105-56-6
ethyl 2-cyanoacetate
- 2025-40-3
ethyl benzylidenecyanoacetate
Conditions
| Conditions | Yield |
|---|---|
| With DMAN-SO3H-SiO2-5-5 In water for 10h; Catalytic behavior; Reagent/catalyst; Knoevenagel Condensation; | 100% |
| With MS-SO3H(at)MS(at)MS-NH2 In toluene at 80℃; for 0.5h; Reagent/catalyst; | 100% |
| With water at 20℃; for 24h; Reagent/catalyst; Knoevenagel Condensation; | 100% |
Conditions
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In water; acetonitrile at 80℃; for 6h; Catalytic behavior; Kinetics; Reagent/catalyst; Solvent; | 99% |
| Stage #1: benzyl alcohol With oxygen; potassium carbonate In toluene at 89.84℃; for 24.5h; Schlenk technique; Stage #2: ethyl 2-cyanoacetate In toluene Knoevenagel Condensation; Schlenk technique; | 89% |
| With Ni nanoparticle immobilized-sulfonated imidazolium-based ionic liquid-functionalized magnetic silica nanoparticles; air In water for 1h; Heating; | 83% |
- 6626-84-2
dimethyl 2-benzylidenepropanedioate
- 105-56-6
ethyl 2-cyanoacetate
- 2025-40-3
ethyl benzylidenecyanoacetate
Conditions
| Conditions | Yield |
|---|---|
| With recovered palladium catalyst In ethanol at 20℃; for 18h; Green chemistry; | 98% |
- 1125-88-8
benzaldehyde dimethyl acetal
- 105-56-6
ethyl 2-cyanoacetate
A
- 2025-40-3
ethyl benzylidenecyanoacetate
B
- 100-52-7
benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With water at 20℃; for 24h; Knoevenagel Condensation; | A 8% B 92% |
| With MS-SO3H(at)MS; MS(at)MS-NH2 In toluene at 80℃; for 0.5h; Reagent/catalyst; | A 67% B 17% |
| With tungsten oxide nanocluster supported mesoporous nitrogen-rich carbon In water; toluene at 90℃; for 22h; Catalytic behavior; Inert atmosphere; | A 36.9% B 9.4% |
...Expand
- 105-56-6
ethyl 2-cyanoacetate
- 1750-36-3, 33993-35-0, 538-51-2, 137431-97-1, 137432-04-3
(E)-N-benzylidenebenzenamine
- 2025-40-3
ethyl benzylidenecyanoacetate
Conditions
| Conditions | Yield |
|---|---|
| With sodium dodecyl-sulfate In water at 25 - 30℃; for 0.25h; | 85% |
- 64-17-5
ethanol
- 100-52-7
benzaldehyde
- 105-34-0
methyl 2-cyanoacetate
- 2025-40-3
ethyl benzylidenecyanoacetate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: ethanol; benzaldehyde With lipase from porcine pancreas In dimethyl sulfoxide at 37℃; for 0.5h; Knoevenagel condensation/transesterification; Enzymatic reaction; Stage #2: methyl 2-cyanoacetate In dimethyl sulfoxide at 37℃; for 12h; Kinetics; Knoevenagel condensation/transesterification; Enzymatic reaction; | 85% |
...Expand
- 64-17-5
ethanol
- 100-52-7
benzaldehyde
- 107-91-5
cyanoacetic acid amide
- 2025-40-3
ethyl benzylidenecyanoacetate
Conditions
| Conditions | Yield |
|---|---|
| With 1,3,5-trichloro-2,4,6-triazine In neat (no solvent) at 80℃; for 12h; Reagent/catalyst; | 84% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With poly((divinylbenzene)-sulfonic acid-amine) In water; toluene at 80℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; | A 23% B 75% |
Conditions
| Conditions | Yield |
|---|---|
| With Amberlite IRA-400(OH-) In ethanol for 6h; Heating; | 70% |
| solid form; |
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ALPHA-CYANOCINNAMIC ACID ETHYL ESTER
