Synthesis and Mass Spectra of Butenyltin Compounds
Abstract
Symmetrical tetra-n-butenyltins and tri-n-butenyltin bromides with double bonds at C-1, C-2, and C-3 were first synthesized. Then low-resolution electron-impact mass spectra of these compounds were obtained. The fragmentation patterns of the compounds are similar, but the ratios of tin-containing fragment ions are unique. The position of the double bonds could not be determined by distinctive fragmentations of the butenyl side-chains. The Navy has become increasingly concerned with the potential effect on the environment of any of its activities or operations. One instance of this concern has focused on the Navy's use of tributyltin compounds as antifoulants of ships' hulls. Such compounds, though effective, appear to be harmful to the environment and may find their way into the food chain. Tetra-alkyltins exhibit characteristic mass spectra resulting from the successive loss of alkyl groups from the tin atom. The parent ion is either weak or non-existent. There is low abundance of ions from fragmentation of the alkylchain. The favored ion is trisubstituted tin. Mono-substituted tin ions are relatively abundant; disubstituted tin ions are in low abundance and are probably not even present because an unfavorable tin oxidation state would result.
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 01, 1989
- Accession Number
- ADA206569
Entities
People
- Carol A. Dooley
- John P. Testa Jr.