2-(α-Methylbenzyl)phenol

General procedure: In a typical reaction, 1 mmol (0.115 mL) styrene, 1.5mmol (0.141 g) phenol, 2 mL solvent (cyclohexane) and 0.050 gcatalyst were added to a pyrex vial and microwaved in a pressure-controlled CEM-Discover microwave reactor for a period of time, typically 10 min at 200 W (120C, maximum temperature reached)under continuous stirring. Samples were then withdrawn from thereaction mixture and analysed by GC and GC/MS Agilent 6890N fit-ted with a capillary column HP-5 (30 m × 0.32 mm × 0.25 m) anda flame ionisation detector (FID). The identity of the products was confirmed by GC–MS. Bblankreaction showed the thermal effects in the reaction were negligible(less than 5percent conversion was obtained after 24 h). Response factorsof the reaction products were determined with respect to the sub-strates from GC analysis using standard compounds in calibrationmixtures of specified compositions. The microwave method wasgenerally power controlled (by an infra-red probe) where the sam-ples were irradiated with the required power output (settings atmaximum power, 300 W) to achieve different temperatures in therange of 115–120°C.General procedure: In a typical reaction, 1 mmol (0.115 mL) styrene, 1.5mmol (0.141 g) phenol, 2 mL solvent (cyclohexane) and 0.050 gcatalyst were added to a pyrex vial and microwaved in a pressure-controlled CEM-Discover microwave reactor for a period of time, typically 10 min at 200 W (120C, maximum temperature reached)under continuous stirring. Samples were then withdrawn from thereaction mixture and analysed by GC and GC/MS Agilent 6890N fit-ted with a capillary column HP-5 (30 m × 0.32 mm × 0.25 m) anda flame ionisation detector (FID). The identity of the products was confirmed by GC–MS. Bblankreaction showed the thermal effects in the reaction were negligible(less than 5percent conversion was obtained after 24 h). Response factorsof the reaction products were determined with respect to the sub-strates from GC analysis using standard compounds in calibrationmixtures of specified compositions. The microwave method wasgenerally power controlled (by an infra-red probe) where the sam-ples were irradiated with the required power output (settings atmaximum power, 300 W) to achieve different temperatures in therange of 115–120°C.General procedure: A mixture of phenol (2 mmol), styrene 2 (1 mmol), and FeAl-KIT-5 (40 mg) was stirred in cyclohexane at reflux temperature. The reaction was monitored by thin layer chromatography. After completion, the catalyst was recovered by filtration. The organic layer was concentrated and the crude product purified by silica gel column chromatography using EtOAc-n-hexane (1:9) as eluent to afford the product 3a-g.General procedure: In a typical reaction, 1 mmol (0.115 mL) styrene, 1.5mmol (0.141 g) phenol, 2 mL solvent (cyclohexane) and 0.050 gcatalyst were added to a pyrex vial and microwaved in a pressure-controlled CEM-Discover microwave reactor for a period of time, typically 10 min at 200 W (120C, maximum temperature reached)under continuous stirring. Samples were then withdrawn from thereaction mixture and analysed by GC and GC/MS Agilent 6890N fit-ted with a capillary column HP-5 (30 m × 0.32 mm × 0.25 m) anda flame ionisation detector (FID). The identity of the products was confirmed by GC'MS. Bblankreaction showed the thermal effects in the reaction were negligible(less than 5percent conversion was obtained after 24 h). Response factorsof the reaction products were determined with respect to the sub-strates from GC analysis using standard compounds in calibrationmixtures of specified compositions. The microwave method wasgenerally power controlled (by an infra-red probe) where the sam-ples were irradiated with the required power output (settings atmaximum power, 300 W) to achieve different temperatures in therange of 115'120°C.General procedure: In a typical reaction, 1 mmol (0.115 mL) styrene, 1.5mmol (0.141 g) phenol, 2 mL solvent (cyclohexane) and 0.050 gcatalyst were added to a pyrex vial and microwaved in a pressure-controlled CEM-Discover microwave reactor for a period of time, typically 10 min at 200 W (120C, maximum temperature reached)under continuous stirring. Samples were then withdrawn from thereaction mixture and analysed by GC and GC/MS Agilent 6890N fit-ted with a capillary column HP-5 (30 m × 0.32 mm × 0.25 m) anda flame ionisation detector (FID). The identity of the products was confirmed by GC'MS. Bblankreaction showed the thermal effects in the reaction were negligible(less than 5percent conversion was obtained after 24 h). Response factorsof the reaction products were determined with respect to the sub-strates from GC analysis using standard compounds in calibrationmixtures of specified compositions. The microwave method wasgenerally power controlled (by an infra-red probe) where the sam-ples were irradiated with the required power output (settings atmaximum power, 300 W) to achieve different temperatures in therange of 115'120°C.General procedure: Under an argon atmosphere, the required Mo complex(0.1 mmol) and o-chloranil (0.05 g, 0.200 mmol) weremixed with 1, 2-dichloroethane (3.5 mL) in a 25-mL round bottomflask at room temperature. The solution immediately darkened. After the mixture had been stirred for 40 min at room temperature, toluene (0.44 mL, 4 mmol)and tert-butyl bromide (1.88 mL, 12 mmol) were added by syringe. The reaction mixture was heated on an oil bath at 80 C for 12 h. After cooling to room temperature, the solid catalyst was separated from the reaction mixture byfiltration, washed three times with petroleum ether, dried atroom temperature and reused if necessary. The solvent was removed through rotary evaporation, and the residue was purified by Al2O3 column chromatography, eluting withpetroleum ether to give a colorless liquid. The product identity was further confirmed by GC'MS.The substrate (20 mmol), viz. phenol, 4-bromophenol, 4-aminophenol or 2-phenylphenol, 0.05 M aryldifluoroboranesolution in hexane (1 ml, 0.05 mmol) and the solvent(20 ml), viz. hexane, benzene, dichloromethane, were placed in flame dry flask filled with argon. The mixture was thermostatted at the desired temperature for 15 min. Then an alkylating agent (2 mmol), viz. 1-hexene, allyl bromide or styrene, was added. The conversion of the starting compound and the mixture quantitative composition were determined by gas chromatography. The qualitative composition of the mixture was determined by GC-MS. The products were identified by comparison of retention times and mass spectra with those of previously described compounds.The substrate (20 mmol), viz. phenol, 4-bromophenol, 4-aminophenol or 2-phenylphenol, 0.05 M aryldifluoroboranesolution in hexane (1 ml, 0.05 mmol) and the solvent(20 ml), viz. hexane, benzene, dichloromethane, were placed in flame dry flask filled with argon. The mixture was thermostatted at the desired temperature for 15 min. Then an alkylating agent (2 mmol), viz. 1-hexene, allyl bromide or styrene, was added. The conversion of the starting compound and the mixture quantitative composition were determined by gas chromatography. The qualitative composition of the mixture was determined by GC-MS. The products were identified by comparison of retention times and mass spectra with those of previously described compounds.General procedure: A mixture of phenol (2 mmol), styrene 2 (1 mmol), and FeAl-KIT-5 (40 mg) was stirred in cyclohexane at reflux temperature. The reaction was monitored by thin layer chromatography. After completion, the catalyst was recovered by filtration. The organic layer was concentrated and the crude product purified by silica gel column chromatography using EtOAc-n-hexane (1:9) as eluent to afford the product 3a-g.

Molecular Weight:198.26
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:198.104465066
Monoisotopic Mass:198.104465066
Topological Polar Surface Area:20.2
Heavy Atom Count:15
Complexity:184
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes