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“214 I Pesta —_—— APR 181973 QQ DOW CHEMICAL USA. April 11, 1973 Mr. Howard S. Bergen Director, Specialty Products Monsanto Company 800 North Lindbergh Blvd. 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. 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, Bcaa L, L, Atkins District Sales Manager, Designed Products as ‘CONFIDENTIAL yy. SUBJECT TO PROTECTIVE ORDER. sum * Registered Trademark of The Dew Chemical Company €19214 [AN OPERATING UNNT OF TH DOW CMEMICAL COMPANY sediies FCP Pesta h ; C19215 PENTACHLOROPHENOL USES AND APPLICATIONS U.S. Area ~ Approximate % Industrial Application Of Total U.S. Use Wood Preservation 80 Water Treatment 5-10 Leather 1.0 Textile 0.5 - 1.0 A Miscellaneous Approximate Use Conc. 0.3 - 0.5 Lb/Cu Ft 100 - 150 ppm - 0.25% 0.75 - 1.0% 0.01 - 5.0% UR C19218 eoorrss: NFIDENTIAL co SUBJ! - “CONFIDENTIAL | coos oo 019220 SUBJECT TO PROTECTIVE ORDER, EXAMPLE OF A POTENTIAL ROUTE TO FORMATION OF NON-PHENOLIC IMPURITIES IN COMMERCIAL PENTACHLOROPHENOL ct cl cl OH Ci cl cl cl ) ci cl cl cl cl + HCl cl cl cl cl + HCI cl cl CONF ro Pie AL cons Eee aE ee aa ci9921 TOXICOLOGY OF 2,3,7,8-TETRACHLORO- .. t DIBENZO-p-DIOXIN . © Acute Lethality Single Oral LD50 — 0.6 mg/kg - 115 mg/kg 4, © Acnegenic Response — Positive Response At f g ie 0.04 mg/ml © Chick Edema Factor — Positive At 1 And 10 mg/kg/Day. No Effect Dose Level, 0.1 mg/ 7 NET ECT To pro: SU! Cor kg/Day ® Embryotoxicity — Positive At 0.6 mg/kg/Day €£9223 TOXICOLOGY OF HEXACHLORODIBENZO-p-DIOXIN veotrts © Acute Lethality — Not Documented As Yet © Acnegenic Response — Positive At 10 - 50 mg/ml © Chick Edema Factor — Positive At 10 And 100 mg/kg/Day © Embryotoxicity — Positive At 10 mg/kg/Day © Teratogenicity — Positive At Dose Level Of 100 mg/kg/Day 4L EAT TECTIVE ORDER. INFIF IECT TO pro co, SUB C19224. TOXICOLOGY OF OCTACHLORODIBENZO-p-DIOXIN ooortts PF ® Acute Lethality © NOT LETHAL TO FEMALE RATS, ORAL - DOSES OF 1 g/kg AL TO MALE MICE, ORAL DOSES & NOT LETH OF 4 g/kg eT © Acnegenicity — Negative ! B E © Teratogenicity — Negative At 500 mg/kg/Day As @ Embryotoxicity — Positive At 500 mg/kg/Day E a <> 6f O27 COMMERCIAL. PENTACHLOROPHENOL Monsanto Company Pentachlorophenol Tetrachlorophenol Highers Octachlorodibenzo-p-Dioxin Hexachlorodibenzo-p-Dioxins : Chloracne Response — Positive 86.3% 4.2% 9.4% 1550 ppm 18 ppm 619225 voorrH- CONFIDENTTAL, SUBJECT To PROTECTIVE ORDER RESULTS OF COMPARATIVE TOXICOLOGY | STUDIES | COMMERCIAL PENTACHLOROPHENOL, DOWICIDE 7 : © Responsible For Chloracne © Responsible For Production Of Chick Edema © Responsible For Histopathological Changes © BLOOD CHEMISTRY CHANGES 1 GROSS ORGAN CHANGES © © ls Not Teratogenic But Is Embryotoxic CONFIp ra; SUBJECT To PROTECTIVE ORDER 619226 Per OHS ENTIAL, 619227 vor RESULTS OF COMPARATIVE TOXICOLOGY STUDIES soothes Improved Pentachlorophenol (Dowicide EC-7) And Pure Pentachlorophenol b 5 Do Not Cause Chloracne Do Not Cause Production Of Chick Edema : Do Not Cause Histopathological Changes B: Not Teratogenic But Are Embryotoxic Are Equal In Acute Toxicity : 8 2 Are Equal In Chronic Dietary Feeding Toxicity Studies 019228 re CONCLUSIONS DERIVED FROM COMPARATIVE TOXICOLOGY STUDIES weertey © 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 6 Pentachlorophenol, Regardless Of “Grade,” Is Not Teratogenic Oo © Pentachlorophenol Is Embryotoxic ° 9 619230 ror . ‘DOWICIDE EC-7: WHY HAS TOXICITY BEEN IMPROVED? oourree © Total Chlorinated Dioxin (And Furan) Content Has Been Significantly Reduced 2 9 Specification Of 30 ppm, Maximum Octachlorodibenzo- E p-Dioxin Has Been Imposed 6 © Limit Of 1.0 ppm Hexachlorodibenzo-p-Dioxins Assures 5 Absence Of: © CHLOROACNE CAUSING IMPURITIES ®& CHICK EDEMA FACTOR : ® HISTOPATHOLOGICAL CHANGES RESULTING FROM hs - TOXIC IMPURITIES SUBJECT TO PROTECTIVE ORDER, 0 €19231 OMNCIE BE? TOXICITY CONCLUSIONS O [Bios Noi Casi: Clithorrercinne it : ye Seabee: i ODows Not rogues Clindk [ewer 6 OMinnnies: Pung Pernacdmhomopalagrarcs! lin z Bow Acute Amd Chirone Toxvarey _—.. i : | Fs ; * DOWICIDE EC-7, WITH REDUCED CHLORINATED DIBENZO-p-DIOXIN i CONTENT, DOES NOT CAUSE: © Chioracne 25 © Chick Edema 4 - OHistopathological Changes In Ee Chronic Feeding Studies 6s 0 ANALYSIS AND SPECIFICATIONS OF DOWICIDE EC-7 PENTACHLOROPHENOL . PENTACHLOROPHENOL TETRACHLOROPHENOL TRICHLOROPHENOL . HIGHERS . DIOXINS 2,2,7,8-TETRACHLORODIBENZO- p-DIOXIN . HEXACHLORODIBENZO- -p- DIOXINS OCTACHLORODIBENZO-p-DIOXIN . - <0.05 ppm Sreeee sg laa 88-93% 12-7% © <0.1% 0.1% NFID Co SUI 1.0 ppm MAX. 30 ppm MAX. €i9e34 ANTIMICROBIAL EFFICIENCIES ' % DOWICIDE EC-7 t TEST FUNGI FOR INHIBITION. Trichoderma viride, ATCC No. 8678 0.0025-0.005 g Trichoderma sp., Madison P-42 _ + 0,001-0.0025 Ceratocystis pilifera, ATCC No. 15457 0.0005-0.001 af Polyporus tulipiferae, ATCC No. 11245 < 0.0001 Rhizopus stolonifer, ATCC No. 6227a 0.0001-0.00025 E & Lenzites trabea, Madison 617 0.0001-0.00025 6i Ceratocystis ips, ATCC No. 12860 0.001-0.0025 i. Chaetomium globosum, ATCC No. 6205 0.0001-0.00025 Aspergillus niger, ATCC No. 6275 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 Streptomyces griseus, ATCC No. 10137 Flavobacterium arborescens, ATCC No. 4358 % DOWICIDE EC-7 FOR INHIBITION 0.0065-0.001 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 CONFID “Eig235 SUBJECT TO PROTECTIVE ORDER, i = — From The Desk Of <> LARRY ATKINS wD Mele CONF SNE, : 019236

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