Document ZJq4pKKxzy8QObb2QBbbEEmZd

PlU+A DOW CHEMICAL U.S.A. APR 181973 A01 Wm*T 77T H S TR U T MINNEAPOLIS. M M N U O T A B 8 4 We are embarrassed by the delay, and delighted to finally forward copies of slides used in our presentation on Dowicide* EC-7. Product samples and specific analysis on them have been provided to the attention of Dale Dill. We are working on clearance of the test methods promised and will forward these at the earliest possible date. t X believe this completes our follow-up commitment on the original meeting. We are looking forward to meeting 1/ with you again on April 27 for the purpose of further 1/ business discussions regarding pentachlorophenol. Very truly yours, Xi. Xi. t ic in s District Sales Manager, Designed Products c q n f t o e n t ix l 1st, SU BJEC T TO PROTECTIVE ORDER, * Registered Trademark of The Dew Chemical Company AN O PERA TINO UNTT OP T H S D O W CHEMICAL C O M P A N Y Cl 9214 '0 6 0 1 1 6 6 - rC P " DOW CHEMIC 73 `Stfotvs >c>co "tO-} ^C>&S4-Af-0 April A-<k*(m 'p jL * Mr. Hi Direc Monsai 800 N_____ St. Louis, MO 63166 Dear Howard: We are embarrassed by the delay, and delighted to finally forward copies of slides used in our presentation on Dowicide* EC-7. Product samples and specific analysis on them have been provided to the attention of Dale Dill. We are working on clearance of the test methods promised and will forward these at the earliest possible date. r I believe this completes our follow-up commitment on the original meeting. We are looking forward to meeting with you again on April 27 for the purpose of further business discussions regarding pentachlorophenol. Very truly yours, L. L. Atkins District Sales Manager, Designed Products " CCNFTOENTrxir ^ SU BJEC T TO PROTECTIVE ORDER. stered Trademark of The Dew Chemical Company AN O PERA TIN G UNTT OP THE DOW CHEM ICAL C O M P A N Y Cl 9214 `t t d O U b f r Functional Polymers & Specialty Chemicals Designed Products Department DOW CHEMICAL U.S.A. DOWICIDE EC-7 A N T IM IC R O B IA L ENVIRONMENTAL PROTECTION AGENCY REGISTRATION NUMBER 464-431 PENTACHLOROPHENOL USES AND APPLICATIONS U.S. Area Industrial Application i Wood Preservation Water Treatment Leather Textile Miscellaneous Approximate % Of Total U.S. Use 80 5 -1 0 1.0 0.5 - 1.0 A Approximate Use Cone. 0.3 - 0.5 Lb/Cu Ft 100 - 150 ppm 0.25% 0.75-1.0% 0.01 - 5.0% > FEDERAL GOVERNMENT Expression Of Concern "Non-Phenolic Impurities" JANURY 15, 1971 AND MARCH 5, 1971 GOVERNMENT AGENCIES REPRESENTED United States Department Of Agriculture PLANT SCIENCE RESEARCH SCIENCE AND EDUCATION o Health, Education And Welfare FOOD AND DRUG ADMINISTRATION Environmental Protection Agency PESTICIDE REGULATIONS DIVISION Department Of Commerce BUREAU OF DOMESTIC COMMERCE US. PENTA PRODUCERS DOW CHEMICAL U.S.A. MONSANTO CHEMICAL CO. R EICHHO LD CHEM ICAL CO SONFORD CHEM ICAL CO. VULCAN M A TER IA LS CO. FEDERAL G O VER N M EN T EXPRESSION OF CONCERN March 5, 1971, Meeting With U.S. Producers "'P e n ta ' Is A Useful Preservative For Wood." "Unless Pentachlorophenol Can Be Cleaned Up, We Will Probably Lose It." "The Subject Of Dioxins Is Pretty Explosive Ahd Could Blow Up A t Any Tim e." 00 INCIDENTS ATTRIBUTED TO NON-PHENOLIC IMPURITIES IN POLYCHLORINATED PHENOL PRODUCTS Government Hearings On2,4,5-T Herbicides............................ 4-14-70 Kimmig & S c h u ltz ......................................................................1957 Cook, F.D.A. - Report To 1970 I.U.P.A.C............................... 1970 Poland, et al.................................................................................. 1970 Chick Edema Disease................................................................. PROCTER & GAMBLE (Cantrell, et al.) F.D.A. (Firestone, Campbell) U.S.D.A. (Kearney, Woolson) SWEDISH ENVIRONM ENT PROTECTION BOARD - JENSEN 1958-1972 Thomas Whiteside Articles In The "NewYorker"................... 1970 BULK COMPOSITION OF PENTACHLOROPHENL 0o053? O P E N T A C H L O R O P H E N O L .......................... 90%a TETRACHLOROPHENOL . . . . . . 8%a TRICHLOROPHENOL . . . . . . . 0.1 %a HIGH MOLECULAR W EIGHT PHENOLS . 1%b NON-PHENOLIC COMPONENTS . . . . 0.5%c D eterm ined by infra-red spectroscopy and gas-liquid chrom atography fo r m ajor and m inor com ponents. Precision = 0.5% r.s.d. " D eterm ined by gas-liquid chrom atography of trim ethylsilyl-derivatives and extraction fro m caustic solution and ion-exchange chrom atography c D eterm ined by ion-exchange chrom atography EXAMPLE OF A POTENTIAL ROUTE TO FORMATION OF NON-PHENOLIC IMPURITIES IN COMMERCIAL PENTACHLOROPHENOL Cl Cl + HCI SUBJECT T0 * JEC77VE*ORdS ; C l9221 TOXICOLOGY OF 2,3,7,8-TETRACHLORO DIBENZO-p-DIOXIN d fOcMjd Acute Lethality Single Oral LD50 -- 0.6 mg/kg - 115 mg/kg f Acnegenic Response -- Positive Response At S f 0.04 mg/ml jbs Chick Edema Factor -- Positive At 1 And 10 ? mg/kg/Day. No Effect Dose Level, 0.1 mg/ kg/Day Embryotoxicity -- Positive At 0.6 mg/kg/Day O % TOXICOLOGY OF H E X A C H L O R O D IB E N Z O -p -D IO X IN 9 Acute Lethality -- Not Documented As Yet Acnegenic Response -- Positive A t 10 50 mg/ml Chick Edema Factor -- Positive A t 10 And 100 mg/kg/Day Embryotoxicity -- Positive A t 10 mg/kg/ Day Teratogenicity -- Positive A t Dose Level Of 100 mg/kg/Day TOXICOLOGY OF O C T A C H L O R O D IB E N Z O -p -D IO X IN CQ CM O Acute Lethality NOT LETHAL TO FEMALE RATS, ORAL DOSES OF 1 g/kg Q NOT LETHAL TO M ALI; MICE, ORAL DOSES OF 4 g/kg o Acnegenicity-- Negative o Teratogenicity -- Negative A t 500 mg/kg/Day o Embryotoxicity -- Positive A t 500 mg/kg/Day COMMERCIAL PENTACHLOROPHEMOI__ ___ Monsanto Company i i-4 3 Pentachlorophenol............................... 86.3% Tetrachlorophenol ......................................4.2% H ig h e r s ....................................................... 9.4% J-, <s Octachlorodibenzo-p-Dioxin 1550 ppm ( Hexachlorodibenzo-p'Dioxins . . . . 18 ppm SUajE ICTQ PROTECTIVE OR Chloracne Response -- Positive RESULTS OF COMPARATIVE TOXICOLOGY STUDIES COMMERCIAL PENTACHLOROPHENOL, DOWICIDE 7 o Responsible For Chloracne o Responsible For Production Of Chick Edema Responsible For Histopathological Changes BLOOD CHEMISTRY CHANGES GROSS ORGAN CHANGES o Is Not Teratogenic But Is Embryotoxic co oa C <) o 1? I RESULTS OF COMPARATIVE TOXICOLOGY STUDIES Cr4- C* Improved Pentach/orophenol (Dowicide EC-7) And Pure Pentach/orophenol Do Not Cause Chloracne Do Not Cause Production Of Chick Edema Do Not Cause Histopathological Changes Not Teratogenic But Are Embryotoxic Are Equal In Acute Toxicity Are Equal In Chronic Dietary Feeding Toxicity Studies CONCLUSIONS DERIVED FROM COMPARATIVE TOXICOLOGY STUDIES Acute Oral Toxicity Of Dowicide EC-7 Is Greater Than Dowicide 7 Dowicide EC-7 Does Not Cause Chloracne, Dowicide 7 Does Dowicide EC-7 Does Not Produce Chick Edema, Dowicide 7 Does Dowicide EC-7 Does Not Cause Histopathological Changes In Chronic Feeding Studies, Dowicide 7 Does $ Peritachlorophenol, Regardless Of "G rade/' Is Not Teratogenic Pentachlorophenol Is Embryotoxic GO CcvMl I DOWICIDE EC-7: WHY HAS TO XIC ITY BEEN IMPROVED? * Ci a> ko o Total Chlorinated Dioxin (And Furan) Content Has Been Significantly Reduced f o Specification Of 30 ppm, Maximum Octachlorodibenzo- p-Dioxin Has Been Imposed o Limit Of 1.0 ppm Hexachlorodibenzo-p-Djoxins Assures Absence Of: n CHLOROACNE CAUSING IMPURITIES a CHICK EDEMA FACTOR ,\ n HISTOPATHOLOGICAL CHANGES RESULTING FROM 1 TOXIC IMPURITIES *D O W IC ID E EC-7, WITH REDUCED CHLORINATED DIBENZO-p-DIOXIN CONTENT, DOES NOT CAUSE: p \ CONFIDENTIAL SU BJEC T TO PROTECTIVE ORDER, o Chloracne o Chick Edema o HistopathoSogical Changes In Chronic Feeding Studies co co Oc>S ANALYSIS AND SPECIFICATIONS OF DOW ICIDE EC-7 PENTACHLOROPHENO L PENTACHLOROPHENOL ..................................... . TETRACHLOROPHENOL ........................................... TR IC H LO R O P H E N O L..................................................... H IG H E R S .......................................................................... D IO X IN S 2,2,7,8-TETRACHLORODIBENZOp - D IO X IN ................................................ ..... HEXACHLORODIBENZO-p-DIOXINS . . . OCTACHLORODIBENZO-p-DIOXIN . . . . 88-93% 12-7% < 0.1% 0. 1% < 0.05 ppm 1.0 ppm MAX. 30 ppm MAX. c> T I* ANTIMICROBIAL EFFICIENCIES ( TEST FUNGI % DOWICIDE EC-7 FOR INHIBITION Trichderma viride, ATCC No. 8678 Trichoderma sp., Madison P-42 Ceratocystis pilifera, ATCC No. 15457 Polyporus tulipiferae, ATCC No. 11245 Rhizopus stolonifer, ATCC No. 6227a Lenzites trabea, Madison 617 Ceratocystis ips, ATCC No. 12860 Chaetomium globosum, ATCC No. 6205 Aspergillus niger, ATCC No. 6275 0.0025-0.005 0.001-0.0025 0.0005-0.001 < 0.0001 0.0001-0.00025 0.0001-0.00025 0.001-0.0025 0.0001-0.00025 0.001-0.0025 CONFIDE O Cl : I* ANTIMICROBIAL EFFICIENCIES TEST BACTERIA Bacillus cereus var. mycoides, ATCC No. 11778 Staphylococcus aureus, ATCC No. 6538 Bacillus subtilis, ATCC No. 8473 Escherichia coli, ATCC No. 11229 Salmonella choleraesuis, ATCC No. 10708 Pseudomonas aeruginosa, ATCC No. 15442 Enterobacter aerogenes, ATCC No. 13048 Strbptomyces griseus, ATCC No. 10137 Flavobacterium arborescens, ATCC No. 4358 % DOWICIDE EC-7 FOR INHIBITION 0.0005-0.001 0.00025-0.0005 0.005-0.01 0.025-0.05 0.01-0.025 0.1-0.25 0.05-0.1 0.0005-0.001 0.00025-0.0005 in CO C ft %l \ CONFIDENTIAL SU BJEC T TO PROTECTIVE ORDER <C3Tt8