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SOLUBILITY DATA DMSO Introduction DMSO, One of the Strongest Organic Solvents, Has Been Used Commercially for Over Forty Years

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SOLUBILITY DATA DMSO Introduction DMSO, One of the Strongest Organic Solvents, Has Been Used Commercially for Over Forty Years Bulletin 102 June 2014 DIMETHYL SULFOXIDE SOLUBILITY DATA DMSO Introduction DMSO, one of the strongest organic solvents, has been used commercially for over forty years. It is an effective solvent for a wide array of organic materials, including many polymers. DMSO also dissolves many inorganic salts, particularly transition metals nitrates, cyanides and dichromates. DMSO is miscible with water and most organic liquids. Corporate Office This bulletin summarizes solubility of the following materials in DMSO: 106 Galeria Blvd. Slidell, LA 70458 Contents (985) 649-5464 Organics ..................................................................................................page 2 -5 Manufacturing and Active pharmaceutical Ingredients ..........................................................page 5 -9 Technology Support Resins and polymers ...............................................................................page 10 -13 1880 Fairlawn Rd Inorganics ...............................................................................................page 13 -15 Tuscaloosa, AL USA 35401 (205) 561-5023 Gases ......................................................................................................page 15 -16 Pharmaceutical Excipient Solubility Data ..............................................page 21 -22 For samples or further DMSO Gel Preparation Data ................................................................page 23 -25 information related to dimethyl sulfoxide (DMSO), please contact: Data related to the solvent properties of DMSO are given in tables on the following pages: Gaylord Chemical Company, LLC Customer Service (800) 426-6620 Relative Hansen Solubility Parameter Data ............................................page 16 Suggested DMSO Formulations for Industrial Solvent Replacement ....page 17 -18 Hansen Solubility Parameter Data for Selected Polymers ......................page 19 For more information about Solubility of Selected Polymers in DMSO / Tetralin mixtures ..............page 20 Gaylord Chemical Company, LLC Solubility of Selected Polymers in DMSO / MIBK mixtures ................page 20 please visit our website at: www.GaylordChemical.com Copyright © Gaylord Chemical All Rights Reserved Bulletin 102 Dimethyl Sulfoxide Solubility Data Table 1 Solubility of Organic Materials in DMSO Solubility Solubility Grams/100 cc DMSO Grams/100 cc DMSO Material 20-30°C 90-100°C Material 20-30° C 90-100°C Acetic acid Miscible p-Dichlorobenzene Very Soluble Acetone Miscible S-Dichlorodiphenyltri- 4 100 chloroethane Acrawax < 1 > 1 Dicyandiamide 40 Acrawax B Insoluble 4 Dicyclohexylamine 4.5 Aniline Miscible Diethanolamine Miscible Anthracene 2 Diethylamine Miscible Beeswax - < 1 Diethyl ether Miscible Benzene Miscible bis-(2-ethylhexyl)amine 0.7 Benzidine Soluble Diethyl sulfide Miscible Benzidine methane Insoluble Di-isobutyl carbinol Miscible Sulfonate Bromoethane Miscible Diisobutylene (0.6% 3.3 DMSO is soluble in di-isobutylene) Butenes 2.1 Disopropyl ether 11 n-Butyl acetate Miscible Dimethyl ether 4.4 Butly carbitol Miscible Dimethyl formamide Miscible Calcium methyl Soluble Dimethyl sulfide Miscible sulfonate Camphor Soluble Soluble Dimethyl sulfone 33.9 Miscible Candelilla wax < 1 Dioxane Miscible Carbon Insoluble < 1 Diphenyl Very soluble Carbon disulfide 90 Dipentene 10 Carbon tetrachloride Miscible Dodecanol >100 Carbowax 600 Miscible n-Dodecane 0.38 Carbowax 6000 Insoluble 8 Dodecylbenzene (Neo- 3.5 lene 400) Carnauba wax < 1 Dye- Burnt Sugar Soluble Castor oil Miscible < 1 Dye- FD&C Blue Soluble Dye- Pistachio GreenB Soluble Copyright © Gaylord Chemical All Rights Reserved Page 2 Bulletin 102 Dimethyl Sulfoxide Solubility Data Table 1, continued Solubility of Organic Materials in DMSO Solubility Solubility Grams/100 cc DMSO Grams/100 cc DMSO Material 20-30°C 90-100°C Material 20-30° C 90-100°C Ceresin wax < 1 1-Eicosanol Insoluble Chloroform Miscible Ethyl benzoate Miscible Chlorosulfonic acid Reacts Ethyl alcohol Miscible Citric acid > 70 Ethyl bromide Miscible Reacts Coconut oil 0.3 1.3 Ethyl ether Miscible (Misc.@160°C) Cresylic acid Miscible Ethylene dichloride Miscible Cumene Miscible Formalin (37%) Miscible Cyclohexane 4.67 Formamide Miscible Cyclohexene Miscible Formic acid Miscible Cyclohexylamine Miscible Glucose 54 Decalin 4.5 Glycerine Miscible n-Decane 0.7 Glycine < 0.05 0.1 Di-n-butylamine 11 Hexane 2.9 o-Dichlorobenzene Miscible 4-Hydroxybenzoic 24 Acid Hy-Wax 120 < 1 Phosphoric acid Miscible Imidazole 80 Phosphorus trichloride Reacts vig- orously Isophthalic acid 68 76 Phthalic acid 90 Isoprene Miscible Picric acid Soluble Kerosene 0.5 Pyridine Miscible Lanolin, hydrous 11 (gets Pyrogallol 50 cold) Lauryl amide 10 > 20 Rosin > 100 (Armid 12) Rosin soap (Hercules Slightly 0.9 Dresinate X) soluble Lorol 5 Miscible Sevin 50 Lubricating oil 0.4 Silicon tetrachloride Reacts vig- orously Methionine 0.1 0.3 Sorbitan sesquioleate 2.5 Copyright © Gaylord Chemical All Rights Reserved Page 3 Bulletin 102 Dimethyl Sulfoxide Solubility Data Table 1, continued Solubility of Organic Materials in DMSO Solubility Solubility Grams/100 cc DMSO Grams/100 cc DMSO Material 20-30°C 90-100°C Material 20-30° C 90-100°C Methyl borate Miscible Sorbitan trioleate Miscible Methyl caprate Miscible Sorbitol 60 > 180 Methyl iodide Miscible Reacts Soybean oil 0.6 Methyl isobutyl Miscible ketone Methyl laurate 7 Miscible Methyl mercaptan 40 (Reacts) Succinic acid 30 n-methyl morpholine Miscible Sugar (sucrose) 30 100 Methyl palmitate Immiscible Misc. 130- Sulfamic acid 40 180°C Methyl salicylate Miscible Sulfuric acid Miscible Methyl sulfonic acid Miscible Tallow Insoluble 1.9 Methylene chloride Miscible Tallow amide, Insoluble > 40 hydrogenated (Armour Armide HT) Microcrystalline wax < 1 Terephthalic acid 26 33 Morpholine Miscible Tetra hydrophthaIic 50 anhydride Naphthalene 40 Miscible Tetralin Miscible Neoprene Insoluble Insoluble Tetrapropylene 1 Nitrobenzene Miscible Thiourea 40 85 Oleic acid Miscible Toluene Miscible Ouricuri wax 1 Toluene diisocyanate Miscible Oxalic acid 38 Palmitic acid 100 Tributylamine 0.9 Paraffin Insoluble Tricresyl phosphate Miscible Paraformaldehyde Insoluble Slightly Triethanolamine Soluble soluble laurylsulfate Paradichlorobenzene 56 Triethanolamine Miscible Pentaerythritol 5-10 30 Triethylamine 10 n-Pentane 0.35 Trinitrotoluene Soluble Copyright © Gaylord Chemical All Rights Reserved Page 4 Bulletin 102 Dimethyl Sulfoxide Solubility Data Table 1, continued Solubility of Organic Materials in DMSO Solubility Solubility Grams/100 cc DMSO Grams/100 cc DMSO Material 20-30°C 90-100°C Material 20-30° C 90-100°C Pentene 1 &2 7.1 Turpentine 10 Perchloric acid Reacts Urea 40 110 violently Petroleum ether 3 Xylene Miscible (DMSO soluble 0.3- 0.5% in petroleum ether) Phenol >100 Table 2 Solubilities of Active Pharmaceutical Ingredients in DMSO Pharmaceutical CAS Number Solubility Solubility Solubility Nomenclature g/100ml g/100g g/100ml DMSO@25°C DMSO@25°C Solution@25°C Acetominophen 103-90-2 84.3 77.0 43.5 Acetyl-D-Glucosamine 10036-64-3 4.9 4.5 4.3 Acyclovir USP 59277-89-3 15.4 14.0 12.3 Albuterol Sulfate 0.6 0.5 0.5 Aloe Vera Powder Freeze N/A 20.4 18.6 15.7 Dried 200:1 Amitriptyline Hydrochloride 549-18-8 25.4 23.2 18.8 USP Amphotericin B USP 1397-89-3 0.0 0.0 0.0 (Oral Grade) Androstendione 63-05-8 5.5 5.0 4.8 Baclofen 1134-47-0 0.0 0.0 0.0 Beclomethasone 1134-47-0 38.5 35.1 26.0 Dipropionate USP Beta-glucan (1,3) FG N/A 0.0 0.0 0.0 Betamethasone 5593-20-4 89.6 81.8 45.0 Dipropionate USP Copyright © Gaylord Chemical All Rights Reserved Page 5 Bulletin 102 Dimethyl Sulfoxide Solubility Data Table 2, continued Solubilities of Active Pharmaceutical Ingredients in DMSO Pharmaceitical Nomenclature CAS Number Solubility Solubility Solubility g/100ml g/100g g/100ml DMSO@25°C DMSO@25°C Solution@25°C Biotin (D) USP (Vitamin H) 58-85-5 23.4 21.4 17.6 Budesonide 51333-22-3 49.9 45.6 31.3 Bupivacaine Hydrochloride 18010-40-7 11.6 10.6 9.6 USP Capsaicin Synthetic 2444-46-4 19.3 17.6 15.0 Capsicum Oleoresin USP 8023-77-6 25.7 23.5 19.0 (Liquid) Carbamazepine USP 298-46-4 6.9 6.3 5.9 Cephalexin USP 15686-71-2 0.0 0.0 0.0 Chloroquine Diphosphate 50-63-5 0.0 0.0 0.0 Chondroitin Sulfate 9007-28-7 0.0 0.0 0.0 Clindamycin phosphate 24729-96-2 22.4 20.5 17.0 Clobetasol Propionate USP 25122-46-7 40.5 37.0 27.0 Clonidine Hydrochloride USP 5.6 5.1 4.8 Clotrimazole USP 23593-75-1 5.4 4.9 4.7 Colchicine USP 64-86-8 42.6 38.9 28.0 Cyclobenzaprine USP 10.2 9.3 8.5 Cyclosporin (A) USP 59865-13-3 46.1 42.0 29.6 Deoxy-D-Glucose (2) 154-17-6 19.0 17.4 14.8 Dexamethasone USP 50-02-2 60.6 55.3 35.6 Dextromethorphin 70.9 64.7 39.3 Dichlofenac Sodium 54.7 49.9 33.3 Dihydroepiandrosterone 53-43-0 61.2 55.8 35.8 Diiodohydroxyquin (Iodoqui- 83-73-8 9.9 9.0 8.3 nol) USP Dimercatopropanesulfonic 4076-02-2 92.6 84.5 45.8 Acid Na Salt (2,3) Dimercaptosuccinic Acid N/A 91.8 83.8 45.6 Edetate Disodium USP 6381-92-6 9.3 8.5 7.8 Ergoloid Mesylate USP 8067-24-1 0.0 0.0 0.0 Erythromycin USP 114-07-8 21.6 19.7 16.5 Copyright © Gaylord Chemical All Rights Reserved Page 6 Bulletin 102 Dimethyl Sulfoxide Solubility Data Table 2, continued Solubilities of Active Pharmaceutical Ingredients in DMSO Pharmaceitical Nomenclature CAS Number Solubility Solubility Solubility g/100ml g/100g g/100ml DMSO@25°C DMSO@25°C Solution@25°C Estradiol USP (E2) 50-28-2 100.3 91.6 47.8 Estradiol Cypionate USP 313-06-4 90.7 82.8 45.3 Estradiol Valerate USP 979-32-8 97.1 88.7 47.0 Estriol USP (E3) 50-27-1 0.0 0.0 0.0 Estrone USP (E1) 53-16-7 7.9 7.2 6.7 Fluorouracil-(5
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