4-Methyl-2-phenyl-1,3-dioxolane

Clear colorless to yellowish oily liquid A colorless liquid with a very mild almond-like odor

colourless liquid with a mild almond-like odour

4-Methyl-2-phenyl-1,3-dioxolane is a member of benzenes.

General procedure: Aldehyde or ketone (20 mmol), diol (24 mmol), 5 mL cyclohexane, and the catalyst (20 mg) were mixed together in a three necked round bottomed flask equipped with a magnetic stirrer and a thermometer, and a Dean-Stark apparatus which was constituted with manifold and condenser to remove the water continuously from the reaction mixture. The reaction was refluxed for 2h to complete the reaction.General procedure: The liquid-phase acetalization was conducted in a three-necked round-bottom flask connected with a reflux condenser and a thermometer. The typical procedures for acetalization were as follows: benzaldehyde (7.42 g, 70 mmol), glycol (7.81 g, 126 mmol), catalyst (0.12 g), and cyclohexane (8 mL, as a water-carrying agent) were charged successively into the flask and heated at 80 C under stirring. The reaction mixtures were sampled periodically and analyzed using a GC (GC-2014) equipped with an FID detector and a capillary column (DB-5, 30 m × 0.45 mm × 0.42 mum). After the reaction, the catalyst was separated from the reaction medium by centrifugation, washed with acetone (3-4 times) and treated at 150 C for 180 min for activation, and then reused in the next run.Epoxidation reaction: 500 g of propionitrile and 12.5 g of phosphotungstic acid catalyst were placed in a 1 L autoclave, filled with 61.8 g of propylene (1.47 mol), the reaction was vigorously stirred at 70 C for 4 h, and the temperature was lowered, the pressure was released, and the sample was analyzed. The conversion rate of hydrogen peroxide was 99.65%, the PO yield was 91.83%, and the PG yield was 4.33%. Ketal (aldehyde) synthesis reaction: The above-mentioned pot material was distilled out of P0, the kettle was transfered to a four-necked bottle equipped with a stirring, thermometer, water separator, and reflux condenser, 3.15 g of cyclohexanone (the molar ratio of cyclohexanone to PG is 2), the reaction temperature was controlled to reflux and divert water to no moisture, after 2h of reaction, cooling, sampling and analysis, the catalyst was recovered by filtration, the filtrate was distilled to separate the solvent, raw material cyclohexanone, and the product cyclohexanone 1, 2-propanediol ketal, the recovered catalyst and the recovered solvent propionitrile were applied to the epoxidation reaction. The conversion of PG was 98.48%, and the yield of cyclohexanone 1, 2-propanediol ketal was 90.11% (for PG).General procedure: Table II listed the acetalization of ethylene glycol withcyclohexanone over various catalysts. In these reactions, the reactive condition was as follows: the mole ratio ofethylene glycol with cyclohexanone was 2:1, the reactiontemperature was 90 °C, the reaction time was 120 minand 0.2 g of solid catalysts were added to reactor. Accordingto Table II, the increase of Fe ions could enhance thecatalytic activity from the 41.3percent cyclohexanone conversionover Fe-SBA-15(50) to 54.2percent over Fe-SBA-15(25).On the other hand, the introduction of ionic liquidenhanced greatly the catalytic activity from 54.2percent overFe-SBA-15(25) catalyst to 92.6percent over 1-IL/Fe-SBA-15(25). Further increase in the content of ionic liquid hada slight effect on the cyclohexanone conversion, probablyowing to the limitation of thermodynamic equilibrium of acetalization. As displayed in Table II, it was noted thatthe ionic liquid also enhanced the selectivity of acetal from92.4percent to 99.3percent over Fe-SBA-15(25) and 1-IL/Fe-SBA-15(25), respectively. Consideration of the consumption ofionic liquid, the 1IL/FeSBA15(25) was of the best catalyst in all catalysts. Besides these, Table II also gave thecatalytic activity of bulk ionic liquid. The reaction couldachieve to 83.6percent cyclohexanone conversion with 99.4percentselectivity to acetal over 0.1 g of bulk ionic liquid, suggesting the high catalytic activity.General procedure: Aldehyde (1, 0.01 mol), diol (0.15 mol) and CuSO4 (0.01 mol) were added in 50 ml cyclohexane. The reaction mixture was exposed to microwave radiation (600W) for 10-15 min with refluxing and removing water. The reaction mixture was cooled and extracted with EtOAc (3x50 ml). The organic layer was washed with water until the organic phase was colorless and dried over anhyd MgSO4. Dissolvent was evaporated by vacuum distillation. Compound 2c was crystallized with ethanol and light petroleum until the light green crystal was obtained. The other crude products were separated under reduced pressure.General procedure: The mixture of aldehyde or ketone (0.1 mol), diol (0.1 mol), cyclohexane (10 mL) and the pseudo-IL (0.05 g) was magnetically stirred in a 50-mL three-necked flask. A Dean'Stark apparatus was used to remove the water continuously from the reaction mixture. The reaction was monitored by GC analysis with small samples from reaction mixture at half-an-hour intervals. On completion, the IL was separated automatically from the reaction system by cooling, which made the catalyst recovery quite simple.General procedure: Any of dioxolanes 2a-2c in an amount of 20 mmol was added dropwise to a solution of 40 mmol of 1-ethyl-3-naphthylaluminacyclopentane (6) in 10 mL of dry CH2Cl2 at 0C in a dry argon atmosphere. The temperature of the reaction mixture was increased to 20C, and the mixture was stirred for 6 h, after which it was cooled to -20C and decomposed with 20 mL of a 10% HCl aqueous solution. The organic phase was separated, dried over MgSO4, and analyzed by GLC. Product 5b was isolated by vacuum distillation; this hydroxyether was identified in the individual form. Monoethers 5a and 5c were identified using GLC by matching with authentic samples [6].

GB 2760-1996 stipulates that it is temporarily allowed to use food spices.

Molecular Weight:164.20
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:164.083729621
Monoisotopic Mass:164.083729621
Topological Polar Surface Area:18.5
Heavy Atom Count:12
Complexity:141
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes