Document ELvR3ENRdGGjnnEn649oYO3R
Monsanto
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James T). W ilso n .- N 3 A 4-5JJ4------------------
December 20, 1975 Analysis of//Chlorophenols
D. B . Edwards - B3SD D. Metherd (WGK) - 1740
D. Armstrong/E. Fay - 1740
W. B. Bennet/G. J. McEwan/J.Rapko-N3A
E. L. Head - B3SB
F. Hileman - 1250
H'. W. Kilbourna:%: N3Af:
J. C.'McPhillips - B3SC
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D. P. Roman - N2B
T. A. Taulli - N1D
Recently MRC reported analyses for mono- thru octachlorodibenzodioxins
in eight lots of PCP, five lots of DCP, and four lots of OCP, all of
August-October production. Low but reliably detectable quantities
of mono- and dichloVodibenzodioxins (20-60 ppb) were found in several
samples. Tri-, tetra-, and pentachlorodibenzodioxins were not reliably
detected in any of the samples.
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Two DCP lots appears to be contamined with "penta" residues: octa-,
hepta-, and (in one case)^ hexachlorodibenzodioxins were detected in
relative quantities characteristic, .of "penta". We believe these most * -
probably to result from contamination of the sample and not the product,
but of course this cannot be proved. Both lots date from early Auguet,
before relocation of the DCP chlorinator; and contamination during
sampling is a very plausible happening. Because of this, we should examine
DCP produced after relocation to see if this apparent contamination recurs.
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Otherwise we seem to be learning little by serai"routine analysis of OCP
and PCP production at Daytort. The impurity levels, except for mono-
chlorodibenzodioxin, seem to be consistently below their limit';of
detectability with current procedures. What with the two- to three-
month lag between production and analysis, all we get is a warm feeling
about production that has long since gone to our customers. I doubt
that further analyses of OCP and PCP by this procedure are worth our
time and money.
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Like DCP, Santophen-1 is another matter. John- McPhillips would like to
be able to advertise it as "dioxin free". While we. can say that current
S-l production contains no detectable tetrachlorodibenzodioxin, we have no
analyses of recent production that would say anything about the presence
or absence of other isomers. This could be provided by Dayton, if John
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would be willing to live with the results.
There is one potential problem here, however, o-Benzyl-p-chlorophenol cannot be distinguished frommonochlorodibenzodioxin by the mass spectrometer now used for this analysis. ^ An isomer, p-chlorophenyl benzyl ether, forms during the .Santophen process. John Hinkebein showed last year that it mostly
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D. B. Edwards D. Metherd
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rearranges to Santophen in the process, but we should assume that at least ppm-levels remain in the product. We cannot assume that it would be separated from monochlorodibenzodioxin in the chromatographic procedures. Thus until it (and its. isomer o-chlorophenyl benzyl ether) are synthesized and spiked into the dioxin analysis, we can't be sure what estimations of monochlorodibenzodioxin content mean. Similarly, dichlorophenyl benzyl ether probably interferes with dichlorodibenzo dioxin determinations. If in McPhiHips' opinion it is worth taking a look at current Santophen production to see if we've got the "dioxin" out, in the face of these uncertainties, Krummrich should go ahead and have four or five lots analyzed.
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