Edward I Balmond, M. Galán, E. McGarrigle
May 27, 2014
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Abstract
1,3-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea [1060-92-0] C17H8F12N2S (MW 500.30) InChI = 1S/C17H8F12N2S/c18-14(19,20)7-1-8(15(21,22)23)4-11(3-7)30-13(32)31-12-5-9(16(24,25)26)2-10(6-12)17(27,28)29/h1-6H,(H2,30,31,32) InChIKey = RWXWQJYJWJNJNW-UHFFFAOYSA-N (used as hydrogen-bonding organocatalyst in a wide variety of reactions) Alternate Name: Schreiner's thiourea. Physical Data: mp 172–173 °C,1 pKa (DMSO) 8.4/8.5.2, 3 Solubility: soluble in methanol, ethanol, Et2O, CH2Cl2, EtOAc, MeCN, DMSO, and toluene; insoluble in H2O and hexane. Form Supplied in: commercially available as a white solid. Purification: recrystallization from CHCl3 then either hexane/Et2O1 or hexane/EtOAc.4 Handling, Storage, and Precautions: bench stable; keep container tightly closed and store in a cool and dark place, away from incompatible materials such as oxidizing agents.