Synthesis and Crystal Structure Determination of 2,2′-Sulfinyl-bis(4-methyl Phenol) and 2,2′-Thio-bis(4-methyl Phenol)

Abstract

2,2′-Sulfinyl-bis(4-methyl phenol) 3 and it's thio derivative have been synthesized in this work. The reduction process of sulfoxide 3 to its thio derivative 5 was accomplished in the presence of Zn/AcOH/SiO2, under microwave irradiation. The structures have been confirmed by spectroscopic (IR, 1HNMR, 13CNMR) and single crystal x-ray diffraction methods. 2,2′-Sulfinyl-bis(4-methyl phenol) 3 crystallizes in the space group Cc of the monoclinic system with four molecules in the unit cell of dimensions a = 11.425(2) Å, b = 13.530(2) Å, c = 9.5215(17) Å, β = 117.289(4) Å, and 2,2′-thio-bis(4-methyl phenol) 5 crystallizes in the space group P 212121 of the orthorhombic system with four molecules in the unit cell of dimensions a = 9.021(1) Å, b = 10.523(2) Å, c = 13.607(2) Å, α = 90. The structures have been refined to final values for the crystallographic R factor of 0.0189(3) and 0.0248(5) based on 2999 and 3720 observed independent reflections respectively.