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Basic Information
| CAS No.: | 5445-77-2 |
|---|---|
| Name: | 2-methyl-3-phenylpropionaldehyde |
| Article Data: | 160 |
| Molecular Structure: | |
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|
|
| Formula: | C10H12 O |
| Molecular Weight: | 148.205 |
| Synonyms: | Hydrocinnamaldehyde,a-methyl- (6CI,7CI,8CI);2-Benzylpropanal;2-Benzylpropionaldehyde;2-Methyl-3-phenylpropanal;2-Methyl-3-phenylpropionaldehyde;Methylhydrocinnamaldehyde;NSC 22266;a-Benzylpropionaldehyde;a-Methylbenzenepropanal;a-Methylhydrocinnamaldehyde; |
| EINECS: | 226-654-9 |
| Density: | 0.968g/cm3 |
| Boiling Point: | 215.3°Cat760mmHg |
| Flash Point: | 90.5°C |
| PSA: | 17.07000 |
| LogP: | 2.06410 |
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Synthetic route
- 1504-55-8, 39924-63-5, 55131-20-9
(E)-3-phenyl-2-methyl-2-propenol
- 5445-77-2
2-benzylpropionaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With (1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen In tetrahydrofuran at 23℃; for 1h; | 100% |
| With cis-chloromethyl[bis(dicyclohexylphosphino)ethane]palladium(II); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In 1,2-dichloro-ethane; cyclohexene at 20 - 85℃; for 18h; Inert atmosphere; Sealed tube; | 92% |
| With iron pentacarbonyl In pentane for 1h; UV-irradiation; | 90% |
Conditions
| Conditions | Yield |
|---|---|
| With [Os(η(5)-C5,κ-N-Cp(N))(CH3CN)2]PF6 In tetrahydrofuran-d8 at 60℃; for 13h; Inert atmosphere; | 98% |
| With C51H41P2Ru(1+)*C32H12BF24(1-) In toluene at 20℃; for 4h; |
Conditions
| Conditions | Yield |
|---|---|
| With [RhCl(PPh3)]; hydrogen; sodium acetate; triphenylphosphine In benzene at 110℃; under 103430 Torr; for 24h; | 96% |
| With hydrogen In ethanol at 20℃; under 760.051 Torr; for 2h; chemoselective reaction; | 96% |
| With hydrogen In ethanol at 20℃; under 760.051 Torr; for 2h; chemoselective reaction; | 94% |
- 15174-47-7
α-methyl-trans-cinnamaldehyde
- 5445-77-2
2-benzylpropionaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With La(pta)3; hydrogen; palladium on activated charcoal In benzene under 750.06 Torr; Ambient temperature; | 95% |
| With hydrogen; β-cyclodextrin/Pd In water at 25℃; under 15001.2 Torr; for 2h; | 91% |
| With triethanolamine; [RuII(2,2′-bipyrazyl)2(4,4′-dichloro-2,2′-bipyridyl)]Cl2; thermophilic Old Yellow Enzyme; paraquat dichloride In ethanol; water at 20℃; for 4h; pH=8; Reagent/catalyst; Solvent; Time; pH-value; UV-irradiation; | 68% |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 3-phenyl-propionaldehyde; formaldehyd With pyrrolidine; p-N,N-dimethylaminobenzoic acid In dichloromethane; water at 45℃; for 0.25h; Stage #2: With hydrogenchloride; triethylsilane; palladium dichloride; tricyclohexylphosphine In dichloromethane; water at 0 - 20℃; Darkness; | 95% |
- 22436-06-2, 77943-96-5, 78964-61-1, 7384-80-7
2-methyl-3-phenylpropanol
- 5445-77-2
2-benzylpropionaldehyde
Conditions
| Conditions | Yield |
|---|---|
| Swern oxidation; | 94% |
| With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide In dichloromethane at -10 - -5℃; for 0.416667h; pH=9.5; | 84% |
| With chromium(VI) oxide | 82% |
- 30457-88-6
2-benzyl-2-propenal
- 5445-77-2
2-benzylpropionaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With triethylsilane; palladium dichloride; tricyclohexylphosphine In tetrahydrofuran; water at 20℃; for 1h; | 93% |
| With triethylsilane; sulfuric acid; 5%-palladium/activated carbon In tetrahydrofuran at 20℃; for 0.5h; | 92% |
| Stage #1: 2-benzyl-2-propenal With triethylsilane; 5%-palladium/activated carbon In water; acetonitrile at 20℃; for 2h; Stage #2: With oxygen In water; acetonitrile at 20℃; |
- 637-50-3
1-phenylpropene
- 201230-82-2
carbon monoxide
A
- 5445-77-2
2-benzylpropionaldehyde
B
- 2439-43-2
(2RS)-2-phenylbutanal
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I) In benzene at 90℃; under 76000 Torr; for 48h; | A 7.2% B 92.8% |
| With acetylacetonatodicarbonylrhodium(l); trisodium tris(3-sulfophenyl)phosphine; heptakis(2,6-di-O-methyl)cyclomaltoheptaose; hydrogen In water at 80℃; under 38000 Torr; for 6h; stainless steel autoclave; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
...Expand
- 250607-20-6
3-(1'-hydroxy-2'-benzylpropyl)-5,5-dimethyloxazolidin-2-one
- 5445-77-2
2-benzylpropionaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium hydrogensulfite Elimination; | 91% |
- 250607-20-6
3-(1'-hydroxy-2'-benzylpropyl)-5,5-dimethyloxazolidin-2-one
A
- 1121-83-1
5,5-dimethyl-oxazolidin-2-one
B
- 5445-77-2
2-benzylpropionaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium hydrogensulfite for 6h; pH=9; | A 81% B 91% |
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2-methyl-3-phenylpropionaldehyde
