Document bBOBjwVReq9RY1VLxLekK5Gy0

V' T ** P K z /9? APR 131973 ! DOW C H E M IC A L U.S.A. 40 0 1 W IST 77TH TWIS T MINNKAPOUS, M NNUO TA B I43S 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, lu L Atkins District Sales Manager, Designed Products CONFIDENTTAL '- SUBJECT TO PROTECTIVE ORDER, * Registered Trademark of The Dew Chemical Company AN O W A T N O UNTT OP T M l DOW CMMlCAL C O M PA N Y ci 9214 O O Q l i fefr "PcTF- c i9215 Functional Polymers 8t Specialty Chemicals Designed Products Department DOW CHEMICAL U.S.A. DOWICIDE EC-7 ANTIMICROBIAL ENVIRONMENTAL PROTECTION AGENCY REGISTRATION NUMBER 464-431 J I PENTACHLOROPHENOL USES AND APPLICATIONS U.S. Area Industrial Application 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" JANU RY 15, 1971 AND MARCH 5, 1971 3 c i To PROTECTIVE 0 R ift GO VERNMENT A GENCtES REPRESEN TED United States Department Of Agriculture PLANT SCIENCE RESEARCH SCIENCE AND EDUCATION Health, Education And Welfare FOOD AND DRUG ADMINISTRATION O Environmental Protection Agency PESTICIDE REGULATIONS DIVISION Department Of Commerce BUREAU OF DOMESTIC COMMERCE U.S. PENTA PRODUCERS |JI DOW CHEMICAL U.S.A. MONSANTO CHEMICAL CO. REICHHO LD CHEMICAL CO. SONFORD CHEM ICAL CO. VULCAN M ATERIALS CO. FED ER AL G O VER N M EN T EXPRESSION OF CONCERN March 5 r 1971, Meeting With U.S. Producers "'P e n ta ' Is A Useful Preservative For W o o d /' "Unless Pentachlorophenol Can Be Cleaned Up, We Will Probably Lose It." "The Subject O f Dioxins Is Pretty Explosive Ahd Could Blow Up A t Any Tim e." 00 I ON c\l ON O 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 1970I.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 "New Yorker" ..................1970 t i O US > oOS CL Cl 9220 CONFIDENTIAL SUBJECT TO PROTECTIVE ORDER. BULK COMPOSITION OF PENTACHLOROPHENOL PE N TA C H LO R O P H EN O L.........................90%a TETRACHLOROPHENOL . . . . . . 8%a T R IC H L O R O P H E N O L ..............................0.1%a HIGH MOLECULAR WEIGHT PHENOLS . 1%b NON-PHENOLIC COMPONENTS . . . . 0.5%c 0 Determined by infra-red spectroscopy and gas-liquid chromatography for major and minor components. Precision = + 0.5% r.s.d. " Determined by gas-liquid chromatography of trimethylsilyl-derivatives and extraction from caustic solution and ion-exchange chromatography c Determined by ion-exchange chromatography EXAMPLE OF A POTENTIAL ROUTE TO FORMATION OF NON-PHENOLIC IMPURITIES IN COMMERCIAL PENTACHLOROPHENOL Cl Cl + HCI + HCI dOull T3 C19221 TOXICOLOGY OF 2,3,7,8-TETRACHLORODIBENZO-p-DIOXIN Cl eegg 05 tO Acute Lethality Single Oral LD50 -- 0.6 mg/kg - 115 mg/kg ' * ?, gi Acnegenic Response -- Positive Response At 5 f 0.04 mg/ml Chick Edema Factor -- Positive At 1 And 10 S? mg/kg/Day. No Effect Dose Level, 0.1 mg/ kg/Day Embryotoxicity -- Positive At 0.6 mg/kg/Day 0 TOXICOLOGY OF HEXACHLORODIBENZO-p-DIOXIN Acute Lethality -- Not Documented As Yet Acnegenic Response -- Positive A t 10 - 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 OCQJ O* TOXICOLOGY OF OCTACHLORODIBENZO-p-DIOXIN o Acute Lethality n NOT LETHAL TO FEMALE RATS, ORAL DOSES OF 1 g/kg 0 NOT LETHAL TO M ALI; MICE, ORAL DOSES OF 4 g/kg o Acnegsnicity-- Negative o Teratogenicity -- Negative A t 500 mg/kg/Day Embryotoxicity -- Positive A t 500 mg/kg/Day I- COMMERCIAL PENTACHLOROPHENOL Monsanto Company IO eCsvtj 05 Pentachlorophenol............................... Tetrachlorophenol ................................ H ig h e r s ................................................. 86.3% 9.4% Octachlorodibenzo-p-Dioxin i . . . 1550 ppm Hexachlorodibenzo-p-Dioxins . . . . 18 ppm 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 n BLOOD CHEMISTRY CHANGES GROSS ORGAN CHANGES Is Not Teratogenic But Is Embryotoxic eCegDg 3 -< o *' o T? I RESULTS OF COMPARATIVE TOXICOLOGY STUDIES V. Improved Pentachlorophenol (Dowicide EC-7) A nd Pure Pentachlorophenol Do Not Cause Chloracne Do Not Cause Production O f Chick Edema Do Not Cause Histopathological Changes Not Teratogenic But Are Embryotoxic Are Equal In Acute Toxicity Are Equal In Chronip Dietary Feeding Toxicity Studies ORDER. -- C19228 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 4 ^entachlorophenol, Regardless Of "Grade," Is Not Teratogenic Pentachlorophenol Is Embryotoxic 0* Ol O* UNTOWARD TOXIC EFFECTS ARE ASSOCIATED WITH THE . CHLORINATED DIBENZQ-pDIOXIN CONTENT OF COMMERCIAL PENTACHLORPHENOL. -4 X 5oo I DOWICIDE EC-7: WHY HAS TO XIC ITY BEEN IMPROVED? Ci a> t -i o Total Chlorinated Dioxin (And Furan) Content Has Been Significantly Reduced o Specification Of 30 ppm, Maximum Octachlorodibenzop-Dioxin Has Been Imposed o Limit Of 1.0 ppm Hexachlorodibenzo-p-Dioxins Assures Absence Of: n CHLOROACINIE CAUSING IMPURITIES a CHICK EDEMA FACTOR a HISTOPATHOLOGICAL CHANGES RESULTING FROM TOXIC IMPURITIES CONFIDENTIAL auajficr to protective order C19231 * DOWICIDE EC-7, WITH REDUCED CHLORINATED DIBENZO-p-DIOXIN CONTENT, DOES NOT CAUSE: cco* C1DH f \ o Chloracne o CEiick Edema o Histopathological Changes In Chronic Feeding Studies CONFIDENTIAL SUBJECT TO PROTECTIVE ORDER. CO CO c? 05 ANALYSIS AND SPECIFICATIONS OF DOW ICIDE EC-7 PENTACHLOROPHENO L P E N T A C H L O R O P H E N O L ............................ . . . 88-93% TETRACHLOROPHENOL ........................................... 12-7% TR IC H LO R O P H E N O L..................................................... < 0 .1% H IG H E R S .......................................................................... 0. 1% DIOXINS 2,2,7,8-TETRACHLORODIBENZOp - D IO X IN ..................................................... < 0.05 ppm HEXACHLORODIBENZO-p-DIOXINS . . . 1.0 ppm M A X . OCTACHLORODIBENZO-p-DIOXIN . . . . 30 ppm M A X. I ANTIMICROBIAL EFFICIENCIES TEST FUNGI % DOWICIDE EC-7 FOR INHIBITION * CwO o '3 CONFIDE Trichoderma viride, ATCC No. 8678 Trichoderma sp.f Madison P-42 Ceratocystis pilifera, ATCC No. 15457 Polyporus tulipiferae, ATCC No. 11245 Rhizopus sto/onifer, ATCC No. 6227a Lenzites trabea, Madison 617 Ceratocystis ips, ATCC No. 12860 Chaetomium giobosum, 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 ( 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 Str&ptomyces 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 io wOca