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Science 27 February 1981:
Vol. 211. no. 4485, pp. 951 - 952
DOI: 10.1126/science.7466368

Articles

Science, Vol 211, Issue 4485, 951-952
Copyright © 1981 by American Association for the Advancement of Science


articles

Tris(dichloropropyl)phosphate, a mutagenic flame retardant: frequent cocurrence in human seminal plasma

T Hudec, J Thean, D Kuehl, and RC Dougherty

Negative-chemical-ionization mass spectral screening of extracts of human seminal plasma has revealed a presence of a Cl7 ion cluster at a mass-to-charge ratio (m/z) of 463 in a significant number of the samples examined (34 out of 123). Experiments with different gases used to generate the negative-chemical-ionization plasma indicated that the ion at m/z 463 was a chloride adduca of a Cl6 molecule with a mass of 428 daltons. Negative-chemical-ionization mass measurement with ions from the iodoform mass spectrum used as reference peaks gave a mass of 427.882 daltons; C9H15PCl6 has a molecular weight of 427.883. Extraction of polyurethane foam with toluene produced an extract that consistently gave a negative-chemical-ionization spectrum containing an intense Cl7ion at m/z463. The component producing ion was isolated, and its proton nuclear magnetic resonance spectrum confirmed that it was tris (1,3-dichloro-2-propyl)phosphate, a mutagenic flame retardant. The negative-chemical-ionization screening evidence suggests that this flame retardant or its isomer tris(2,3-dichloro-l-propyl)phosphate, or both, are absorbved into the body from formulations in which they are used as flame retardants. Remedial action seems indicated to reduce human exposure to these compunds.





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Science. ISSN 0036-8075 (print), 1095-9203 (online)