F HR MALDI TOF MS of organotin polyethers containing the hormone diethylstilbestrol

PMSE 285

Charles E. Carraher Jr., carraher@fau.edu1, Yuki Ashida2, and Girish Barot, gbarot@fau.edu1. (1) Department of Chemistry and Biochemistry, Florida Atlantic University, 777 Glades Road, Boca Raton, FL 33431, (2) Department of Engineering, Tokushima University, Tokushima, 770-8506, Japan
Various organotin polyethers were synthesized through reaction with diethylstilbestrol. The products are oligometic (DP = 17) to polymeric (DP = 200). F MALDI MS was carried out on the products. While 2,5-dihydroxybenzoic acid is recommended at a matrix material for polymers we found that in the low mass range, to about 1,000 daltons, that a number of the most intense ion fragment clusters were derived from products formed from reaction of the dialkyltin moiety with the matrix. While this complicated assignments in the lower mass range, as in other similar studies, it did not prevent structural analyses based on MS results. These matrix associated ion fragment clusters are not present in higher ion fragments. Isotopic abundance matches were found for one and two tin atoms. Consistent with other studies, bond scission typically occurs at heteroatoms such as Sn-O. Bond scission mainly occurs along the polymer backbond. There is little loss of organotin alkyl groups with loss occuring only at sites of bond breakage needed to create the ion fragments.