No renderable structure data available
C=CC(C1=CC=CC=C1)C2=CC=CC=C2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-phenylprop-2-enylbenzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 3542-14-1 |
| Database ID | 15394026 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-phenylprop-2-enylbenzene (CAS 3542-14-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 15394026
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-af57b98d35a44a2d94a75618620f771cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-03d73eb7127c4eccb5fd446fc1d56d9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A flask was charged with 3,3-diphenylpropene (5.1 g, 26.3 mmol) in 100 ml CH2Cl2. It was followed by portionwise addition of mCPBA (9.1 g, 70% purity, 52.6 mmol) at 0° C. The mixture was stirred at room temperature for 24 h and the reaction was then quenched with 30 ml 1M Na2SO3. The aqueous layer was extracted with CH2Cl2 (2×100 ml). The combined organic phases were washed in turn with saturated NaHCO3, brine, and then dried over anhydrous Na2SO4. Purification by flash chromatography (Hexane/ether=9:1) gave pure 2-benzhydryl-oxirane, 4.7 g (85%). the reaction was then quenched with 30 ml 1M Na2SO3 The aqueous layer was extracted with CH2Cl2 (2×100 ml) The combined organic phases were washed in turn with saturated NaHCO3, brine dried over anhydrous Na2SO4 Purification by flash chromatography (Hexane/ether=9:1)
Source ID: ord-12c8525f6ce04ac1b792361ebcefb4a0Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyltriphenylphosphonium bromide (4 g, 11.12 mmol) was added over a 15-min period to a mixture of butyllithium (7.3 ml of 1.6 M solution in THF, 11.76 mmol) and dry THF (50 ml) with stirring and under nitrogen atmosphere at 0° C. The reaction mixture was stirred for 2 h at room temperature and the mixture was then recooled to −78° C. A solution of diphenylacetaldehyde (2.2 g, 11.12 mmol) in dry THF (10 ml) was added to the above mixture over a 15-min period. The reaction mixture was stirred for 24 h at room temperature, followed by addition of ethyl ether (200 ml), and the reaction mixture was then filtered. The ether extracts were washed with water (3×50 ml), brine (100 ml) and dried over anhydrous sodium sulfate. The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1) to give pure 3,3-diphenylpropene 460 mg (46%). The reaction mixture was stirred for 2 h at room temperature was then recooled to −78° C The reaction mixture was stirred for 24 h at room temperature the reaction mixture was then filtered The ether extracts were washed with water (3×50 ml), brine (100 ml) dried over anhydrous sodium sulfate The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1)
Source ID: ord-cd4e42f8e4a1473aa822c46b160971a0Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyltriphenylphosphonium bromide (4 g, 11.12 mmol) was added over a 15-min period to a mixture of butyllithium (7.3 ml of 1.6 M solution in THF, 11.76 mmol) and dry THF (50 ml) with stirring and under nitrogen atmosphere at 0° C. The reaction mixture was stirred for 2 h at room temperature and the mixture was then recooled to −78° C. A solution of diphenylacetaldehyde (2.2 g, 11.12 mmol) in dry THF (10 ml) was added to the above mixture over a 15-min period. The reaction mixture was stirred for 24 h at room temperature, followed by addition of ethyl ether (200 ml), and the reaction mixture was then filtered. The ether extracts were washed with water (3×50 ml), brine (100 ml) and dried over anhydrous sodium sulfate. The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1) to give pure 3,3-diphenylpropene 460 mg (46%). The reaction mixture was stirred for 2 h at room temperature was then recooled to −78° C The reaction mixture was stirred for 24 h at room temperature the reaction mixture was then filtered The ether extracts were washed with water (3×50 ml), brine (100 ml) dried over anhydrous sodium sulfate The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1)
Source ID: ord-cd4e42f8e4a1473aa822c46b160971a0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A flask was charged with 3,3-diphenylpropene (5.1 g, 26.3 mmol) in 100 ml CH2Cl2. It was followed by portionwise addition of mCPBA (9.1 g, 70% purity, 52.6 mmol) at 0° C. The mixture was stirred at room temperature for 24 h and the reaction was then quenched with 30 ml 1M Na2SO3. The aqueous layer was extracted with CH2Cl2 (2×100 ml). The combined organic phases were washed in turn with saturated NaHCO3, brine, and then dried over anhydrous Na2SO4. Purification by flash chromatography (Hexane/ether=9:1) gave pure 2-benzhydryl-oxirane, 4.7 g (85%). the reaction was then quenched with 30 ml 1M Na2SO3 The aqueous layer was extracted with CH2Cl2 (2×100 ml) The combined organic phases were washed in turn with saturated NaHCO3, brine dried over anhydrous Na2SO4 Purification by flash chromatography (Hexane/ether=9:1)
Source ID: ord-5553cec6f5054f638471d103c88c5e60Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A flask was charged with 3,3-diphenylpropene (5.1 g, 26.3 mmol) in 100 ml CH2Cl2. It was followed by portionwise addition of mCPBA (9.1 g, 70% purity, 52.6 mmol) at 0° C. The mixture was stirred at room temperature for 24 h and the reaction was then quenched with 30 ml 1M Na2SO3. The aqueous layer was extracted with CH2Cl2 (2×100 ml). The combined organic phases were washed in turn with saturated NaHCO3, brine, and then dried over anhydrous Na2SO4. Purification by flash chromatography (Hexane/ether=9:1) gave pure 2-benzhydryl-oxirane, 4.7 g (85%). the reaction was then quenched with 30 ml 1M Na2SO3 The aqueous layer was extracted with CH2Cl2 (2×100 ml) The combined organic phases were washed in turn with saturated NaHCO3, brine dried over anhydrous Na2SO4 Purification by flash chromatography (Hexane/ether=9:1)
Source ID: ord-5553cec6f5054f638471d103c88c5e60Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyltriphenylphosphonium bromide (4 g, 11.12 mmol) was added over a 15-min period to a mixture of butyllithium (7.3 ml of 1.6 M solution in THF, 11.76 mmol) and dry THF (50 ml) with stirring and under nitrogen atmosphere at <ALOKE, Temp.>° C. The reaction mixture was stirred for 2 h at room temperature and the mixture was then recooled to −78° C. A solution of diphenylacetaldehyde (2.2 g, 11.12 mmol) in dry THF(10 ml) was added to the above mixture over a 15-min period. The reaction mixture was stirred for 24 h at room temperature, followed by addition of ethyl ether (200 ml), and the reaction mixture was then filtered. The ether extracts were washed with water (3×50 ml), brine (100 ml) and dried over anhydrous sodium sulfate. The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1) to give pure 3,3-diphenylpropene 460 mg (46%). The reaction mixture was stirred for 2 h at room temperature was then recooled to −78° C The reaction mixture was stirred for 24 h at room temperature the reaction mixture was then filtered The ether extracts were washed with water (3×50 ml), brine (100 ml) dried over anhydrous sodium sulfate The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1)
Source ID: ord-b642ff96dd00474e830a8bc6df30153fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-af57b98d35a44a2d94a75618620f771cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-03d73eb7127c4eccb5fd446fc1d56d9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A flask was charged with 3,3-diphenylpropene (5.1 g, 26.3 mmol) in 100 ml CH2Cl2. It was followed by portionwise addition of mCPBA (9.1 g, 70% purity, 52.6 mmol) at 0° C. The mixture was stirred at room temperature for 24 h and the reaction was then quenched with 30 ml 1M Na2SO3. The aqueous layer was extracted with CH2Cl2 (2×100 ml). The combined organic phases were washed in turn with saturated NaHCO3, brine, and then dried over anhydrous Na2SO4. Purification by flash chromatography (Hexane/ether=9:1) gave pure 2-benzhydryl-oxirane, 4.7 g (85%). the reaction was then quenched with 30 ml 1M Na2SO3 The aqueous layer was extracted with CH2Cl2 (2×100 ml) The combined organic phases were washed in turn with saturated NaHCO3, brine dried over anhydrous Na2SO4 Purification by flash chromatography (Hexane/ether=9:1)
Source ID: ord-7cbeed4da9484209aab41472985a90ceConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyltriphenylphosphonium bromide (4 g, 11.12 mmol) was added over a 15-min period to a mixture of butyllithium (7.3 ml of 1.6 M solution in THF, 11.76 mmol) and dry THF (50 ml) with stirring and under nitrogen atmosphere. The reaction mixture was stirred for 2 h at room temperature and the mixture was then recooled to −78° C. A solution of diphenylacetaldehyde (2.2 g, 11.12 mmol) in dry THF (10 ml) was added to the above mixture over a 15-min period. The reaction mixture was stirred for 24 h at room temperature, followed by addition of ethyl ether (200 ml), and the reaction mixture was then filtered. The ether extracts were washed with water (3×50 ml), brine (100 ml) and dried over anhydrous sodium sulfate. The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1) to give pure 3,3-diphenylpropene 460 mg (46%). The reaction mixture was stirred for 2 h at room temperature was then recooled to −78° C The reaction mixture was stirred for 24 h at room temperature the reaction mixture was then filtered The ether extracts were washed with water (3×50 ml), brine (100 ml) dried over anhydrous sodium sulfate The crude material was purified by flash chromatography on silical gel (Hexane:Ethyl ether=9:1)
Source ID: ord-c7f4c2accb6541e7a4b8f8c39784fe63PubChem References
These sources are listed in the compound's public database record.
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