Tris(dichloropropyl)phosphate, a mutagenic flame retardant: frequent cocurrence in human seminal plasma. Hudec, T, Thean, J, Kuehl, D, & Dougherty, R. Science, 211(4485):951–952, February, 1981.
Tris(dichloropropyl)phosphate, a mutagenic flame retardant: frequent cocurrence in human seminal plasma. [link]Paper  doi  abstract   bibtex   
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.
@article{hudec_trisdichloropropylphosphate_1981,
	title = {Tris(dichloropropyl)phosphate, a mutagenic flame retardant: frequent cocurrence in human seminal plasma.},
	volume = {211},
	issn = {0036-8075},
	url = {http://www.sciencemag.org/content/211/4485/951.abstract},
	doi = {10.1126/science.7466368},
	abstract = {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.},
	number = {4485},
	journal = {Science},
	author = {Hudec, T and Thean, J and Kuehl, D and Dougherty, R.},
	month = feb,
	year = {1981},
	keywords = {Flame retardants, ffr, hum},
	pages = {951--952},
}

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