Reaction #4166051
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d58605503f4b44659bfb32ab4d6359bfNo renderable structure data available
C/C=CC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | [(Z)-prop-1-enyl]benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 766-90-5 |
| Database ID | 252324 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
[(Z)-prop-1-enyl]benzene (CAS 766-90-5) 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 252324
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-d58605503f4b44659bfb32ab4d6359bfConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-df2d35b6540c40fb81c9ac6af77401c0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: According to GWM, 0.011 mol (=1.00 ml) of aniline and 0.011 mol (=1.43 ml) of β-methylstyrene are reacted with one another. The product is isolated by column chromatography using ethyl acetate/n-hexane (1:10) as eluent, the product (±)-N-(1-methyl-2-phenylethyl)aniline being obtained as a slightly pink liquid. are reacted with one another The product is isolated by column chromatography
Source ID: ord-420bf818c81e476abec20c16eaf4a5f7Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1.0 g (3.6 mmol) of 1-oxyl-4-benzoyloxy-2,2,6,6-tetramethylpiperidine and 10 g (85 mmol) of β-methylstyrene under a nitrogen atmosphere is heated at 120° C. for 36 hours. The reaction mixture is concentrated in vacuo and the title compound is isolated after column chromatograph as a white solid, melting at 115-116° C. The reaction mixture is concentrated in vacuo
Source ID: ord-bcf58d0b3b594a889ef3f942bd3423efConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d58605503f4b44659bfb32ab4d6359bfConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-df2d35b6540c40fb81c9ac6af77401c0Conditions: temp:175.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 1 L three-necked, round-bottomed flask equipped with a magnetic stirrer, condenser, dropping funnel, thermometer, and a nitrogen atmosphere are charged 15.0 g (37.8 mmol) of 2-(2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine and 390 mg of aluminum isopropoxide. The mixture is heated to 175° C. and 4.47 g (37.9 mmol) of α-methylstyrene are added dropwise at a rate of one drop every two seconds. A total of six equivalents of or-methyl styrene are added in this fashion over a 4.5 hour period. After cooling to room temperature, the mixture is diluted with ethyl acetate, washed twice with water and once with brine, and is dried over anhydrous magnesium sulfate. Following filtration, the solvent is removed under reduced pressure to yield a yellow solid. The crude product is purified with medium pressure chromatography with 12% ethyl acetate/heptane to afford 13.2 g of the title compound as a yellow solid; mp 168°-170° C. To a 1 L three-necked, round-bottomed flask equipped with a magnetic stirrer, condenser After cooling to room temperature washed twice with water and once with brine is dried over anhydrous magnesium sulfate filtration the solvent is removed under reduced pressure to yield a yellow solid The crude product is purified with medium pressure chromatography with 12% ethyl acetate/heptane
Source ID: ord-6946a6f1f96d49218f1049ce8b692fa1Conditions: temp:175.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 1 L three-necked, round-bottomed flask equipped with a magnetic stirrer, condenser, dropping funnel, thermometer, and a nitrogen atmosphere are charged 15.0 g (37.8 mmol) of 2-(2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine and 390 mg of aluminum isopropoxide. The mixture is heated to 175° C. and 4.47 g (37.9 mmol) of α-methylstyrene are added dropwise at a rate of one drop every two seconds. A total of six equivalents of or-methyl styrene are added in this fashion over a 4.5 hour period. After cooling to room temperature, the mixture is diluted with ethyl acetate, washed twice with water and once with brine, and is dried over anhydrous magnesium sulfate. Following filtration, the solvent is removed under reduced pressure to yield a yellow solid. The crude product is purified with medium pressure chromatography with 12% ethyl acetate/heptane to afford 13.2 g of the title compound as a yellow solid; mp 168°-170° C. To a 1 L three-necked, round-bottomed flask equipped with a magnetic stirrer, condenser After cooling to room temperature washed twice with water and once with brine is dried over anhydrous magnesium sulfate filtration the solvent is removed under reduced pressure to yield a yellow solid The crude product is purified with medium pressure chromatography with 12% ethyl acetate/heptane
Source ID: ord-6946a6f1f96d49218f1049ce8b692fa1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4.92 g (36.1 mmol) of 2-hydroxyacetophenone, 3.30 g (34.2 mmol) of β-methyl styrene, 4-carboxaldehyde (mixture of cis and trans isomers) and 8.15 g NaOH (in 15 ml of water) in 125 ml of ethanol was stirred for 12 hours before the solution was poured into 600 ml of water. The resulting mixture was neutralized with dilute HCl. The yellow precipitate obtained was filtered and dried. The chalcone was purified by recrystallized from methylene chloride. Further oxidation of above chalcone was carried out with excess of H2O2 (30%) in ethanol under basic conditions for 12 hours. The resulting solution was poured into 300 ml water and acidified with dilute HCl. Yellow precipitate obtained was filtered and dried. 3-hydroxy-4'-(β-ethenyl) flavone was recrystallized from THF/hexane mixture. Yield: 35%. Quantum Yield: (1.75 relative to 3HF in methyl cyclohexane), Extinction coefficient: εmax (M-1 cm-1)=24000. λmax (abs)=355 nm and λmax (em)=551 nm. The yellow precipitate obtained was filtered dried The chalcone was purified by recrystallized from methylene chloride for 12 hours The resulting solution was poured into 300 ml water Yellow precipitate obtained was filtered dried 3-hydroxy-4'-(β-ethenyl) flavone was recrystallized from THF/hexane mixture
Source ID: ord-5f21ded44d6f4a93a0e71e1268b5d7d3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Cyclopropylmethyl-2-methoxy-phenol (B); 4-Cyclopropylmethyl-1,2-dimethoxy-benzene (C); 2-Methoxy-4-(2-methyl-cyclopropyl)-phenol (D) and 5-(2-methyl-cyclopropyl)-benzo[1,3]dioxole (E) were synthesised by reacting the corresponding propenyl benzene in a procedure analogous to that of Example 1.
Source ID: ord-bd8ec364a71f4ceeb155410882197cd8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Cyclopropylmethyl-2-methoxy-phenol (B); 4-Cyclopropylmethyl-1,2-dimethoxy-benzene (C); 2-Methoxy-4-(2-methyl-cyclopropyl)-phenol (D) and 5-(2-methyl-cyclopropyl)-benzo[1,3]dioxole (E) were synthesised by reacting the corresponding propenyl benzene in a procedure analogous to that of Example 1.
Source ID: ord-bd8ec364a71f4ceeb155410882197cd8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of styrene and methyl styrene (40 weight %, including 30 weight % styrene and 10 weight % methyl styrene) and molten caprolactam were mixed and stirred at a constant temperature of 100° C., and 0.05 weight % AIBN was added to initiate the free radical polymerization, giving a solution of styrene-methyl styrene co-polymer/caprolactam. were mixed was added the free radical polymerization
Source ID: ord-8d9ea9a650604d3c979681beb4713e4bPubChem References
These sources are listed in the compound's public database record.
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