42858-51-5

Upstream product

• 108-94-1 cyclohexanone 
• 104-87-0 4-methyl-benzaldehyde 
• 670-80-4 4-cyclohexen-1-ylmorpholine 

Downstream Products

• 1070864-82-2 C₂₂H₂₂O 
• 56502-38-6 2-(4-methyl-benzyl)phenol 

Relevant academic research and scientific papers

Synthesis of high-density aviation fuels with methyl benzaldehyde and cyclohexanone

A new two-step process was developed for the synthesis of high-density jet fuel range tricyclic alkanes with methyl benzaldehydes and cyclohexanone which can be derived from lignocellulose. In the first step, C14 oxygenates (i.e. 2-(2-methylbenzylidene)cyclohexanone or 2-(4-methylbenzylidene)cyclohexanone) were obtained by the solvent-free aldol condensation of 2-methyl benzaldehyde (or 4-methyl benzaldehyde) and cyclohexanone. Among the investigated catalysts, the EAOAc ionic liquid (a renewable catalyst which was prepared with ethanolamine and acetic acid) exhibited the highest activity and good stability for this reaction. Over it, high carbon yields (～85%) of C14 oxygenates were achieved under mild reaction conditions (353 K, 6 h). In the second step, the C14 oxygenates were selectively converted into 1-methyldodecahydro-1H-fluorene and 3-methyldodecahydro-1H-fluorene by the aqueous phase hydrodeoxygenation (APHDO) over a commercial Pd/C catalyst. According to our measurement, the 1-methyldodecahydro-1H-fluorene and 3-methyldodecahydro-1H-fluorene as obtained have high densities (0.99 g mL-1 and 0.96 g mL-1, respectively, at 298 K). As a potential application, they can be used as additives to improve the volumetric heat values of the current bio-jet fuels.

Novel 2-(E)-substituted benzylidene-6-(N-substituted aminomethyl) cyclohexanones and cyclohexanols as analgesic and anti-inflammatory agents

Twenty-two new 2-(E)-substituted benzylidene-6-(N-substituted aminomethyl)cyclohexanones (6a-6j) and cyclohexanols (7a-7l) were designed and synthesized. Target compounds were obtained through Stork enamine, Mannich, and Grignard reactions taking cyclohexanone as starting material. The structures were confirmed by the application of IR, 1H NMR, MS, and HR-MS data. The analgesic activities were evaluated by acetic acid-induced writhing test and hot plate method. The anti-inflammatory activities were assayed by xylene-induced ear swelling and carrageenan-induced paw edema in mice model. All tested compounds showed analgesic and anti-inflammatory capacities in oral administration. Some compounds (6a, 6c, 6h, 6i, 7c, 7h, and 7i) displayed the moderate analgesic activity compared with positive control ibuprofen, and some compounds (6a, 6b, 6d, 6h, 7a, and 7d) exhibited more anti-inflammatory activity than ibuprofen. Among them, compound 6a could be a potential nonsteroidal anti-inflammatory agent with significant analgesic activities and remarkable anti-inflammatory activities. Further research is being conducted.