3,5-Bis(trifluoromethyl)benzenemethanol

white to light yellow crystal powde

General procedure: [PdCl(ηInto 460 ml (0.46 mol) of a 1.0 M diethyl ether solution of aluminum lithium hydride cooled to 0°C, 80 g (0.31 mol) of 3, 5-bis(trifluoromethyl)benzoic acid obtained in the same manner as in was gradually added. The reaction solution was heated to the reflux temperature (35°C) while stirring under a nitrogen flow to continue the reaction for 10 h. After completion of the reaction, the reaction solution was cooled to 0°C and 20 ml of water was added over 15 min. Then, 20 ml of a 15percent sodium hydroxide aqueous solution and 60 ml of water were gradually added. After stirring for 30 min, the organic phase was separated by filtration and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the organic phase was analyzed by gas chromatography. It was confirmed that 58.6 g (0.24 mol) of the aimed 3, 5-bis(trifluoromethyl)benzyl alcohol was produced (yield: 78percent; selectivity: 91percent). By vacuum distillation after removing ether, 55.9 g (0.23 mol) of 3, 5-bis(trifluoromethyl)benzyl alcohol was isolated (yield: 74percent). The purity determined by gas chromatography was 99percent or higher. The results of ICP total elements analysis showed that none of Li, Na, K, Mg, Ca, Sr, Ba, Sc, Y, Ti, Zr, V, Nb, Cr, Mo, W, Mn, Fe, Ru, Co, Rh, Ni, Pd, Pt, Cu, Ag, Au, Zn, Cd, Al, In, Si, Sn, Pb, P, Sb and S were detected, and the content of each of group 1 and group 2 elements was 1 ppm or lower.(ii)-Preparation of 3, 5-bis (trifluoromethvl)-benzylalcohol; 53.8 g of solid paraformaldehyde (1, 7933 moles) are added to the reaction mixture obtained in the previous step (i), dosing it in two portions of about 27g. The reaction is exothermic. It is left to react at 45°C for 6 hours and then the organo-magnesium adduct is hydrolysed with 1002.3 g of H2S04 at 20percent, cooling the system by means of an ice/water bath (Tm, 337°C), after which it is kept stirring vigorously for another hour. the mixture is left to settle, the two phases are separated and the solvents are eliminated from the organic phase; it is then distilled in a vacuum (20 mbar) collecting 318.6 g of evaporated crude alcohol (tit. > 92percent).

Molecular Weight:244.13
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:244.03228378
Monoisotopic Mass:244.03228378
Topological Polar Surface Area:20.2
Heavy Atom Count:16
Complexity:211
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes