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Pt. 414, App. A 40 CFR Ch. I (7–1–12 Edition)

APPENDIX A TO PART 414—NON- n-Butyl /Hydrogenation of n- COMPLEXED METAL-BEARING WASTE Butyraldehyde, Oxo process STREAMS AND -BEARING 1,4-Butanediol/Hydrogenation of 1,4- butynediol WASTE STREAMS Butryolactone/Dehydrogenation of 1,4- Chromium butanediol Caprolactam/From cyclohexane via Methylhydroabietate/Esterification of cyclohexanone and its oxime hydroabietic (rosin) with Lilian (hydroxydihydrocitronellal)/Hydra- Acrylic acid/Oxidation of propylene via acro- tion and oxidation of citronellol lein 1,2-Dichloroethane/Oxyhydrochlorination of N-butyl alcohol/Hydrogenation of n- Butyraldehyde, Oxo process Dialkyldithiocarbamates, metal / Cyclohexanone/From via Dialkylamines + disulfide by hydrogenation-dehydro- 2-Ethylhexanol/from n-Butyraldehyde by genation Aldo condensation and hydrogenation Fatty /Hydrogenation of fatty Fatty amines/Hydrogenation of fatty nitriles (batch) (batch) Helioptropin/Oxidation of isosafrole, chro- Geraniol/B-Myrcene + , mium catalyst esterification of geranyl chloride, hydrol- Isobutanol/Hydrogenation of ysis of geranyl acetate isobutyraldehyde, Oxo process Furfuryl alcohol/Hydrogenation of furfural Cyclohexyl Mercaptan/Cyclohexanol + Hy- Geranial (Citral)/Oxidation of geraniol (cop- drogen sulfide per catalyst) Ethyl Mercaptan/ + Glyoxal/Oxidation of Methanol/H.P. Synthesis from natural gas Isobutanol/Hydrogenation of via synthetic gas isobutyraldehyde, Oxo process Oxo , C7–C11/Carbonation & hydro- Isopropanol/Catalytic hydrogenation of ace- genation of C6–C10 Olefins tone Polyoxypropylene diamine/Polypropylene 2-Mercaptobenzothiazoles, copper /2- glycol + Mercaptobenzothiazole + copper salt n-Propyl alcohol/Hydrogenation of Methanol/High pressure synthesis from nat- , Oxo process ural gas via synthetic gas SAN resin/Suspension polymerization Methanol/Low pressure synthesis from nat- Styrene/Dehydrogenation of ethylbenzene ural gas via synthetic gas Styrene/Dehydration of methyl benzyl alco- Methyl ethyl /Dehydrogenation of sec- hol (coproduct of propylene oxide) Butanol 1-Tetralol, 1-Tetralone mix/Oxidation of Oxo alcohols, C7–C11/Carbonation & hydro- tetralin (1,2,3,4-Tetrahydronaphthalene) genation of C6–C10 olefins 3,3,3-Trifluoropropene/Catalyzed hydrogen Phenol/Liquid phase oxidation of benzoic fluoride exchange with chlorinated pro- acid pane Polyoxyalkylene amines/Polyoxyalkylene Vinyl toluene/Dehydrogenation (thermal) of glycol + ammonia ethyltoluene Polyphenylene oxide/ polymeriza- tion of 2,6-xylenol by oxidative coupling Copper (cuprous salt catalyst) Methylhydroabietate/Esterification of Polyoxypropylene diamine/Polypropylene hydroabietic acid (rosin) with methanol glycol + Ammonia /Oxidation of ethylene with cu- Quinaldine (dye intermediate)/Skraup reac- pric chloride catalyst tion of aniline + crotonaldehyde / of butane Silicones, silicone fluids/ and con- /Dehydrogenation of isopropanol densation of chlorosilanes Acrylamide/Catalytic hydration of acrylo- Silicones, silicone rubbers/Hydrolysis and condensation of chlorosilanes Acrylic acid/Oxidation of propylene via acro- Silicones, silicone specialties (grease, disper- lein sion agents, defoamers & other products) /Propylene Silicones: Silicone resins/Hydrolysis & con- Adipic acid/Oxidation of cyclohexanol- densation of methyl, phenyl & vinyl cyclohexanone mixture chlorosilanes Adipic acid/Oxidation of cyclohexane via Silicones: Silicone fluids/Hydrolysis of cyclohexanol-cyclohexanone mixture chlorosilanes to acyclic & cyclic Allynitrile/Allychloride + cyanide organosiloxanes Aniline/Hydrogenation of nitrobenzene Styrene/Dehydration of a-Methylbenzyl alco- Benzofurans, 2,3-Dihydro-2,2-dimethyl-7- hol (coproduct of propylene oxide) benzofuranol/ from o-Nitrophenol + Meth- Tetrachloroethylene (perchloroethylene)/ allyl chloride Oxyhydrochlorination of tetrachloroethane

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Tris(anilino)s-/ + Cycloparaffins/Catalytic hydrogenation of aniline + cogeners aromatics in kerosene solvent Trichloroethylene/Oxyhydrochlorination of Cyclohexanol/Hydrogenation of phenol, dis- tetrachloroethane tillation Unsaturated polyester resin/Reaction of ma- Cyclohexanone/From phenol via leic anhydride + phthalic anhydride + pro- cyclohexanol by hydrogenation-dehydro- pylene glycol polyester with styrene or genation Dialkyldithiocarbamates, metal salts/ Dialkylamines + Lead Ethylamine/Reductive amination of ethanol Alkyd resin/Condensation polymerization Ethylamines (mono, di, tri)/Reductive Alkyd resins/Condensation polymerization of ammination (ammonia + hydrogen) of eth- phthalic anhydride + glycerin + anol oil esters Isoeugenol, high % trans/Separation of Dialkydithiocarbamates, metal salts/ mixed cis & trans isoeugenols Dialkylamines + carbon disulfide 2-Ethylhexanol/from n-Butyraldehyde by Thiuram (dimethyldithiocarbamate) Aldol condensation and hydrogenation hexasulfide/Dimethyldithiocarbamate + Fatty , hydrogenated/tallow & coco acids + Hydrogen Triphenylmethane dyes (methyl violet)/Con- Fatty amines/Hydrogenation of fatty nitriles densation of + N- (batch) Methylaniline + N,N-dimethylaniline, oxi- Fatty amines/Hydrogenation of tallow & dation of reaction product coco nitriles 4,4′-Bis-(N,N-dimethylaniline) carbinol, Glyoxal-urea formaldehyde textile resin/con- Michler’s hydrol/Oxidation of 4,4′-Meth- densation to N-bis(hydroxymethyl) ureas & ylene-bis(N,N-dimethylaniline) with lead N,N′-(dihydroxyethyl) ureas oxide 11-hexadecenal/Coupling rxns, low pressure Naphthenic acid salts hydrogenation Stearic acid, metal salts/Neutralization with Hexahydrophthalic anhydride/Condensation a metallic base of & maleic anhydride (Diels- Alder reaction) + hydrogenation Nickel Isobutanol/Hydrogenation of Acetates, 7,11-Hexadecadien-1-ol isobutyraldehyde, Oxo process (gossyplure)/Coupling reactions, low pres- Diisobutyl /Ammonolysis of isobutanol sure hydrogenation, esterification Isopropyl amines (mono, di)/Reductive Acetates, 9-dodecen-1-ol (pheromone)/Cou- ammination (Ammonia + Hydrogen) of pling reactions, low pressure hydro- isopropanol genation, esterification Linalool/ of 2-Pinanol Acrylic acid/oxidation of propylene via acro- Methanol/High pressure synthesis from nat- lein ural gas via synthetic gas Acrylonitrile/Propylene ammoxidation Methanol/Low pressure sythesis fron natural n-Alkanes/Hydrogenation of C6-C22 alpha gas via synthetic gas olefins (ethylene oligomers) Methanol/Butane oxidation /Direct of butadiene Tris-(hydroxymethyl) methyl amine/Hydro- amines/Amination of alcohols genation of tris(hydroxymethyl) 4-Aminoacetanilide/Hydrogenation of 4- nitromethane Nitroacetanilide N-Methyl morpholine/Morpholine + Meth- BTX/Hydrogenation of olefins (cyclohexenes) anol Terphenyls, hydrogenated/Nickel catalyst, N-Ethyl morpholine/Morpholine + Ethanol hydrogenation of terphenyl 2-Methyl-7,8-epoxy octadecane/Coupling re- Bisphenol-A, hydrogenated actions, low pressure hydrogenation, (Biscyclohexanol-A)/Hydrogenation of epoxidation Bisphenol-A Alpha-Olefins/Ethylene oligomer, & Zeigler Butadiene (1,3)/Extractive distillation of C–4 Cat. pyrolyzates Petroleum resins, hydro- n-Butanol/Hydrogenation of n- genated/Hydrogenation of petroleum hy- Butyraldehyde, Oxo process drocarbon resin products 1,3-Butylene glycol/Hydrogenation of Pinane/Hydrogenation of A-Pinene acetaldol 2-Pinanol/Reduction of pinane hydroperoxide 1,4-Butanediol/Hydrogenation of 1,4- Bis-(p-Octylphenol) sulfide, Nickel salt/p- butynediol Octylphenol + sulfur chloride (S2C12), neu- Butylenes (mixed)/Distillation pf C4 tralize with Nickel base pyrolyzates Piperazine/Reductive amination of ethanol 4-Chloro-2-aminophenol/Hydrogenation of 4- amine (ammonia & hydrogenation, metal Chloro-2-nitrophenol catalyst) Lilial (hydroxydihydrocitronellal)/Hydration N,N-Dimethylpiperazine/Condensation piper- and oxidation of citronellol azine + formaldehyde, hydrogenation

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Polyoxylalkylene amines/Polyoxyalkylene Glyoxal-urea formaldehyde textile resin/Con- glycol + Ammonia densation to N-bis (hydroxymethyl) ureas Polyoxypropylene diamine/Polypropylene + N,N′-(Dihydroxyethyl) ureas glycol + Ammonia Isobutanol/Hydrogenation of 2-Amino-2-methyl-1-propanol/Hydrogenation isobutyraldehyde, Oxo process of 2-Nitro 2-methyl-1-propanol Isopropanol/Catalytic hydrogenation of ace- 3-Methoxypropyl amine/Reductive amination tone of acrylamide with methanol & hydrogen Methallylidene diacetate/Condensation of 2- N-Propylamine/Reductive ammination (am- Methypropenal + acetic anhydride monia + hydrogen) of n-propanol Methanol/Low pressure sythesis from nat- /Hydrogenation of ural gas via synthetic gas Sulfolane/Condensation butadiene + sulfur Methyl chloride/Hydrochlorination of meth- dioxide, Hydrogenation anol Thionocarbamates, N-Ethyl-o-isopropyl/Iso- Methylethyl ketone/Dehydrogenation of sec- propyl xanthate + Ethylamine Butanol Naphthenic acid salts Toluene diamine (mixture)/Catalytic hydro- genation of dinitrotoluene Nylon 6 & 66 copolymers/Polycondensation of Methylated urea-formaldehyde resins (tex- Nylon salt + Caprolatam tile)/Methylation of urea-formaldehyde Nylon 6 fiber/Extrusion (melt spinning) adduct Oxo alcohols, C12-C15/Hydroformylation & Methylated urea-formaldehyde glyoxol (tex- hydrogenation of C11-C14 olefins tile resin)/Reaction of methylated urea- Phenolic urethan resins/Phenol + excess formaldehyde + glyoxal formaldehyde + aniline diisocyanate Polystyrene (crystal) modified/Polystyrene + Methylhydroabietate, diels-alder adducts/De- sulfonation, chloromethylation and/or rivatives of abietic esters from rosin amination Acrylic resins/Emulsion or solution polym- Rayon/Viscose process erization to coatings SAN resin/Emulsion polymerization Acrylic resins (latex)/Emulsion polymeriza- Silicones: Silicone rubbers/Hydrolysis and tion of acrylonitrile with polybutadiene condensation of chlorosilanes Acrylic fibers (85% polyacrylonitrile) by so- Silicones: Silicone specialties (grease, dis- lution polymerization/Wet spinning persion agents, defoamers & other prod- Alkyd Resins/Condensation polymerization ucts) of phthalic anhydride + glycerin + vege- Silicones: Silicone resins/Hydrolysis & con- table oil esters densation of methyl, phenyl & vinyl /By-product of styrene by chlorosilanes ethylbenzene dehydrogenation Silicones: Silicone fluids/Hydrolysis of Benzene/By-product of vinyl toluene (from chlorosilanes to acyclic & cyclic ethyltoluene) organosiloxanes Stearic acid, metal salts/Neutralization with n-butyl alcohol/Hydrogenation of n- a metallic base Butyraldehyde, Oxo process Styrene/Dehydrogenation of ethylbenzene (benz-a-pyrone)/Salicylaldehyde, Styrene-butadiene resin/Emulsion polym- Oxo process erization Cycloparaffins/Catalytic hydrogenation of Vinyl acetate/Reduction of + ace- aromatics in kerosene solvent tic acid Dithiocarbamates, zinc salt/Reaction of zinc Vinyl toluene/Dehydrogenation (thermal) of oxide + Sodium dithiocarbamates ethyltoluene Dialkyldithiocarbamates, metal salts/ Xylenes, mixed/By-product vinyl toluene Diakylamines + Carbon disulfide (from ethyltoluene) Dithiocarbamates, metal salts/ Dithiocarbamic acid + metal oxide Cyanide Thiuram (dimethyldithiocarbamate) Acetone /Acetone + Hydrogen hexasulfide/Dimethyldithiocarbamate + cyanide sulfur /By-product of acrylonitrile from Fluorescent brighteners/Coumarin based propylene by ammoxidation Ethyl acetate/ reaction (Tschenko) of Acrylic resins/Solution polymerization acetaldehyde Acrylic fiber (85% acrylonitrile)/Suspension Ethylbenzene/Benzene alkylation in liquid polymerization, and wet spinning phase Acrylic fiber (85% acrylonitrile)/Solution po- Ethylbenzyl chloride/Chloromethylation lymerization, and wet spinning ( + formaldehyde, zinc Acrylonitrile/Ammoxidation of propylene chloride) of ethylbenzene Adiponitrile/Butadiene + 2-Ethyl hexanol/Aldol condensation-hydro- (direct cyanation) genation of n-Butyraldehyde Allylnitrile/Allyl chloride +

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Dimethoxybenzaldehyde/Hydroquinone di- Tris(anilino)S-triazine/Cyanuric chloride + methyl ether + Hydrogen cyanide, hydrol- Aniline and its cogeners ysis Triethylorthoformate/Ethanol + Hydrogen Benzyl cyanide/ + Sodium cy- cyanide anide Trimethylorthoformate/Methanol + Hydro- tar products/Distillation of coal tar gen cyanide condensate Cyanoacetic acid/Chloracetic acid + sodium [52 FR 42568, Nov. 5, 1987, as amended at 54 cyanide FR 27352, June 29, 1989; 55 FR 26692, June 29, Cyanuric chloride/Catalyzed trimerization of 1990; 57 FR 41844, Sept. 11, 1992] chloride Vat dyes, Indigo paste as Vat 1/Sodam- APPENDIX B TO PART 414—COMPLEXED ide + potassium N-Phenylglycine, fused METAL-BEARING WASTE STREAMS with caustic/N-phenylglycine + Aniline + Formaldehyde + Sodium bisulfite, sodium Chromium cyanide, hydrolysis with potassium hy- droxide Azo dye intermediates/Substituted diazo- Disperse dyes, Azo and Vat nium salts + coupling compounds tetraacetic acid/Ethylene- Vat dyes diamine + Formaldehyde + Sodium cyanide Acid dyes Diethylenetriamine pentaacetic acid/ Azo dyes, metallized/Azo dye + metal acetate Diethylenetriamine + Formaldehyde + So- Acid dyes, Azo (including metallized) dium cyanide Organic pigments, miscellaneous lakes and ′ N,N -bis(o- toners Acetamidophenol)ethylenediamine, ferric complex/ Salicyladehyde + Ethylene- Copper diamine + Hydrogen cyanide, hydrolysis to Disperse dyes Diethylenetriamine pentaacetic acid, Acid dyes pentasodium salt/Diethylenetriamine Direct dyes pentaacetic acide + caustic Vat dyes Ethylenediamine tetraacetic acid, metal Sulfur dyes salts/Ethylenediamine tetraacetic acid + Disperse dye coupler/N-substitution of 2- metal bases Amino-4-acetamidoanisole Hydroxyethyl ethylenediamine triacetic acid, trisodium salt/ Ethylenediamine + Azo dyes, metallized/Azo dye + metal acetate + Formaldehyde + Sodium Direct dyes, Azo cyanide, hydrolysis Disperse dyes, Azo and Vat 5,5-Dimethyl hyantoin/Acetone + ammonia + Organic pigment Green 7/Copper + hydrogen cyanide phthalocyanine Hydrogen cyanide/By-product of acrylo- Organic pigments nitrile by ammoxidation of propylene Organic pigments/Phthalocyanine pigments Iminodiacetic acid/Hexamethylene Organic pigments/Copper phthalocyanine tetraamine + Hydrogen cyanide, hydrolysis (Blue Crude) of iminoacetonitrile salt Organic pigments, miscellaneous lakes and / + Methyl mercaptan, toners with hydrogen cyanide and car- bonate Lead /Hexamethylene tetraamine + Hydrogen cyanide, hydrolysis Organic pigments, Quinacridines of nitrilotriacetonitrile salt Organic pigments, Thioindigoids Picolines, mixed/Condensation of acetal- Tetraethyl lead/Alkyl halide + sodium-lead dehyde + formaldehyde + ammonia alloy Organic pigments, Azo/Diazotization of ani- Tetramethyl lead/Alkyl halide + sodium-lead line cogener, coupling to B-Napthol alloy , 2-Isopropyl-4-methoxy-/ + methanol, ammonia and Nickel methylacetoacetate (ring closure) (synthetic)/Condensation of acetal- Azo dyes, metallized/Azo dye + metal acetate dehyde + ammonia + formaldehyde Cyanopyridine/Ammoxidation of picoline Zinc Sarcosine (N-Methyl ), sodium salt/ Organic pigments/Azo pigments by Hexamethylene tetraamine + Sodium cya- diazotization and coupling nide, hydrolysis Thiophene acetic acid/Chloromethylation [52 FR 42568, Nov. 5, 1987, as amended at 54 (Hydrogen chloride + Formaldehyde) + So- FR 27352, June 29, 1989; 57 FR 41844, Sept. 11, dium cyanide, hydrolysis 1992]

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