2,6-bis(p-methylbenzylidene)cyclohexan-1-one

The Cyclohexanone,2,6-bis[(4-methylphenyl)methylene]-, with the CAS registry number 18989-35-0, is also known as Cyclohexanone,2,6-bis(p-methylbenzylidene)- (8CI) and 2,6-Bis(p-methylbenzylidene)cyclohexanone. Its EINECS registry number is 242-723-6. This chemical's molecular formula is C₂₂H₂₂O and molecular weight is 302.40948. What's more, its IUPAC name is 2,6-bis[(4-Methylphenyl)methylidene]cyclohexan-1-one.

Physical properties about Cyclohexanone,2,6-bis[(4-methylphenyl)methylene]- are: (1) ACD/LogP: 6.94; (2) # of Rule of 5 Violations: 1; (3) ACD/LogD (pH 5.5): 6.93; (4) ACD/LogD (pH 7.4): 6.93; (5) ACD/BCF (pH 5.5): 109771.04; (6) ACD/BCF (pH 7.4): 109771.04; (7) ACD/KOC (pH 5.5): 141110.55; (8) ACD/KOC (pH 7.4): 141110.55; (9) #H bond acceptors: 1; (10) #H bond donors: 0; (11) #Freely Rotating Bonds: 2; (12) Polar Surface Area: 17.07 Å²; (13) Index of Refraction: 1.648; (14) Molar Refractivity: 98.73 cm³; (15) Molar Volume: 271 cm³; (16) Polarizability: 39.14×10^-24 cm³; (17) Surface Tension: 49.2 dyne/cm; (18) Density: 1.115 g/cm³; (19) Flash Point: 217.5 °C; (20) Enthalpy of Vaporization: 76.28 kJ/mol; (21) Boiling Point: 495.2 °C at 760 mmHg; (22) Vapour Pressure: 6E-10 mmHg at 25 °C.

Preparation of Cyclohexanone,2,6-bis[(4-methylphenyl)methylene]-: this chemical is prepared by Cyclohexanone and 4-Dimethylamino-benzaldehyde. This reaction needs reagents TMSCl, SmI₃ and solvent tetrahydrofuran at temperature of 60 °C. The reaction time is 8 hours. The yield is 80 %. And the reaction equation is as followed:

Use of Cyclohexanone,2,6-bis[(4-methylphenyl)methylene]-: it is used to produce other chemicals. For example, it is used to produce 2,6-di-p-Methylbenzylidene-cyclohexanol. The reaction occurs with reagent NaBH₄. The yield is 78 %. And the reaction equation is as followed:

You can still convert the following datas into molecular structure:
(1) SMILES: O=C3C(=Cc1ccc(cc1)C)CCCC3=Cc2ccc(cc2)C
(2) InChI: InChI=1/C22H22O/c1-16-6-10-18(11-7-16)14-20-4-3-5-21(22(20)23)15-19-12-8-17(2)9-13-19/h6-15H,3-5H2,1-2H3
(3) InChIKey: CETXDHNPPYXEOF-UHFFFAOYAY