Solubility in DMSO

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<p>Dimethyl Sulfoxide (DMSO) Solubility DataBulletin # 102BIntroduction 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. This bulletin summarizes solubility of the following materials in DMSO: Organics (pages 2-3) Active pharmaceutical Ingredients (pages 4-6) Resins and polymers (pages 8-10) Inorganics (pages 10-11) Gases (page 12) Pharmaceutical Excipient Solubility Data (pages 16-17)</p> <p>Oct 2007Gaylord Chemical Company, L.L.C. (GCC) is the worlds leading provider of Dimethyl Sulfoxide (DMSO) solutions. Beginning in the early 1960s ,GCC has been dedicated to the development of new uses for DMSO. In order to meet customer-specific needs, GCC has pioneered the development of multiple grades of DMSO, including DMSO USP.</p> <p>Gaylord Chemicals solutionsbased approach has contributed to the development and growth of New! DMSO Gel Preparation Data (pages 18-19) industries including pharmaceuticals, hydrocarbons, electronics, polymers, coatings, Data related to the solvent properties of DMSO are given in tables on the following agricultural chemicals, and pages: industrial cleaners.Relative Hansen Solubility Parameter Data (page 12) Gaylord Chemicals headquarters Suggested DMSO Formulations for Industrial Solvent Replacement (page 14) are located in Slidell, Louisiana Hansen Solubility Parameter Data for Selected Polymers (page 14) with manufacturing, research, Solubility of Selected Polymers in DMSO / Tetralin mixtures (pages 14-15) and development facilities in Solubility of Selected Polymers in DMSO / MIBK mixtures (page 15) nearby Bogalusa, Louisiana. Appendix: Using Three Component Solubility Parameter Methodology in GCC remains the only producer Formulating Industrial Solvent Mixtures (Page 16)</p> <p>of DMSO in the Western Hemisphere.</p> <p>Gaylord Chemical Company, L.L.C.Your Global Leader For DMSO Solutions!</p> <p>P.O. Box 1209 Slidell, LA 70459-1209 USA 1.800.426.6620 Office 1.985.649.0068 Fax info@gaylordchemical.com</p> <p>Table 1</p> <p>Solubility of Organic Materials in DMSOSolubility Grams/100 cc DMSO Solubility Grams/100 cc DMSO</p> <p>Material Acetic acid Acetone Acrawax Acrawax B Aniline Anthracene Beeswax Benzene Benzidine Benzidine methane Sulfonate Bromoethane Butenes n-Butyl acetate Butly carbitol Calcium methyl sulfonate Camphor Candelilla wax Carbon Carbon disulfide Carbon tetrachloride Carbowax 600 Carbowax 6000 Carnauba wax Castor oil Ceresin wax Chloroform Chlorosulfonic acid Citric acid Coconut oil (Misc.@160C) Cresylic acid Cumene Cyclohexane Cyclohexene Cyclohexylamine Decalin n-Decane Di-n-butylamine o-Dichlorobenzene</p> <p>20-30C Miscible Miscible 1 4 100 0.38 3.5 Soluble Soluble Soluble Insoluble Miscible Miscible Miscible Miscible Miscible Miscible Miscible Miscible 54 Miscible &lt; 0.05 2.9 24</p> <p>90-100C 100</p> <p>-</p> <p>Di-isobutylene (0.6% DMSO is soluble in di-isobutylene) Disopropyl ether Dimethyl ether Dimethyl formamide Dimethyl sulfide Dimethyl sulfone Dioxane Diphenyl Dipentene Dodecanol n-Dodecane Dodecylbenzene (Neolene 400)</p> <p>Miscible</p> <p>Soluble 180</p> <p>Misc. 130-180C</p> <p> 40 33</p> <p>85</p> <p>1 38 100 Insoluble Insoluble Slightly soluble 56 5-10 30 0.35 7.1 Reacts violently</p> <p>110</p> <p>3 &gt;100</p> <p>Xylene</p> <p>Miscible</p> <p>3</p> <p>Table 2</p> <p>Solubilities of Active Pharmaceutical Ingredients in DMSOPharmaceutical Nomenclature CAS Number Solubility g/100ml DMSO@25oC 84.3 4.9 15.4 0.6 N/A 549-18-8 1397-89-3 63-05-8 1134-47-0 1134-47-0 N/A 5593-20-4 58-85-5 51333-22-3 18010-40-7 2444-46-4 8023-77-6 298-46-4 15686-71-2 50-63-5 9007-28-7 24729-96-2 25122-46-7 20.4 25.4 0.0 5.5 0.0 38.5 0.0 89.6 23.4 49.9 11.6 19.3 25.7 6.9 0.0 0.0 0.0 22.4 40.5 5.6 23593-75-1 64-86-8 5.4 42.6 10.2 59865-13-3 154-17-6 50-02-2 46.1 19.0 60.6 Solubility g/100g DMSO@25oC 77.0 4.5 14.0 0.5 18.6 23.2 0.0 5.0 0.0 35.1 0.0 81.8 21.4 45.6 10.6 17.6 23.5 6.3 0.0 0.0 0.0 20.5 37.0 5.1 4.9 38.9 9.3 42.0 17.4 55.3 Solubility g/100ml Solution@25oC 43.5 4.3 12.3 0.5 15.7 18.8 0.0 4.8 0.0 26.0 0.0 45.0 17.6 31.3 9.6 15.0 19.0 5.9 0.0 0.0 0.0 17.0 27.0 4.8 4.7 28.0 8.5 29.6 14.8 35.6</p> <p>Acetominophen Acetyl-D-Glucosamine Acyclovir USP Albuterol Sulfate Aloe Vera Powder Freeze Dried 200:1 Aamitriptyline Hydrochloride USP Amphotericin B USP (Oral Grade) Androstendione Baclofen Beclomethasone Dipropionate USP Beta Glucan (1,3) FG Betamethasone Dipropionate USP Biotin (D) USP (Vitamin H) Budesonide Bupivacaine Hydrochloride USP Capsaicin Synthetic Capsicum Oleoresin USP (Liquid) Carbamazepine USP Cephalexin USP Chloroquine Diphosphate Chondroitin Sulfate Clindamycin phosphate Clobetasol Propionate USP Clonidine Hydrochloride USP Clotrimazole USP Colchicine USP Cyclobenzaprine USP Cyclosporin (A) USP Deoxy-D-Glucose (2) Dexamethasone USP</p> <p>103-90-2 10036-64-3 59277-89-3</p> <p>4</p> <p>Table 2, Continued</p> <p>Solubilities of Active Pharmaceutical Ingredients in DMSOPharmaceutical Nomenclature Dextromethorphin Dichlofenac Sodium Dihydroepiandrosterone Diiodohydroxyquin (Iodoquinol) USP Dimercatopropanesulfonic Acid Na Salt (2,3) Dimercaptosuccinic Acid Edetate Disodium USP Ergoloid Mesylate USP Erythromycin USP Estradiol USP (E2) Estradiol Cypionate USP Estradiol Valerate USP Estriol USP (E3) Estrone USP (E1) Fluorouracil-(5 FU) USP Glucosamine Hydrochloride (D) Guaifenesin USP Haloperidol USP Hydrocortisone Acetate USP Ketamine Hydrocortisone USP Hydroxyprogesterone Caproate USP Ibuprofen USP Indomethacin USP Itraconazole HCl USP CIII Ketoconazole USP Ketoprofen Levamisole HCl USP (Vet Use) 53-43-0 83-73-8 4076-02-2 N/A 6381-92-6 8067-24-1 114-07-8 50-28-2 313-06-4 979-32-8 50-27-1 53-16-7 51-21-8 66-84-2 93-14-1 52-86-8 50-03-3 50-23-7 630-56-8 15687-27-1 53-86-1 84625-61-6 1867-66-9 65277-42-1 22071-15-4 16595-80-5 CAS Number Solubility g/100ml DMSO@25oC 70.9 54.7 61.2 9.9 92.6 91.8 9.3 0.0 21.6 100.3 90.7 97.1 0.0 7.9 17.3 9.5 131.2 0.0 24.5 39.3 11.6 412.1 119.2 0.0 4.0 3.4 54.2 5.2 Solubility g/100g DMSO@25oC 64.7 49.9 55.8 9.0 84.5 83.8 8.5 0.0 19.7 91.6 82.8 88.7 0.0 7.2 15.8 8.7 119.8 0.0 22.4 35.9 10.6 376.2 108.8 0.0 3.6 3.1 49.5 4.7 Solubility g/100ml Solution@25oC 39.3 33.3 35.8 8.3 45.8 45.6 7.8 0.0 16.5 47.8 45.3 47.0 0.0 6.7 13.7 8.0 54.5 0.0 18.3 26.4 9.6 79.0 52.1 0.0 3.5 3.1 33.1 4.5</p> <p>5</p> <p>Table 2, Continued</p> <p>Solubilities of Active Pharmaceutical Ingredients in DMSOPharmaceutical Nomenclature CAS Number Solubility g/100ml DMSO@25oC 163.0 311.8 7.2 10.8 0.0 6.3 2.2 4.3 93.7 20.2 8.6 22916-47-8 22204-53-1 98-92-0 21829-25-4 1400-61-9 37.5 37.7 7.9 47.8 7.6 15.2 6493-05-6* 36.1 94.8 36322-90-4 50-24-8 53-03-2 145-13-1 5.8 23.2 42.8 2.4 7.6 57-83-0 4.4 Solubility g/100g DMSO@25oC 148.8 284.6 6.5 9.9 0.0 5.7 2.0 4.0 85.5 18.5 7.9 34.2 34.4 7.2 43.7 6.9 13.9 32.9 86.6 5.3 21.2 39.1 2.2 7.0 4.1 Solubility g/100ml Solution@25oC 59.8 74.0 6.1 9.0 0.0 5.4 2.0 3.8 46.1 15.6 7.3 25.5 25.6 6.7 30.4 6.5 12.2 24.8 46.4 5.0 17.5 28.1 2.2 6.5 3.9</p> <p>Lidocaine USP Lipoic Acid, DL-alpha (DL-Thiotic Acid) Loperamide Hydrochloride USP Lorazepam USP Civ NDC: 51927000502 Manganese Chloride Tetrahydrate USP Mebendazole USP Medroxypregesterone Acetate Megestrol Acetate USP Methimazole USP Methotrexate USP Metronidizole Miconazole Base USP Naproxen USP Niacinamide USP Nifedipine USP Nystatin USP Panthenol Pentoxifylline Phenytoin USP (Diphenyl Hydantoin) Piroxicam USP Prednisolone Prednisolone USP Pregnenolone Prochlorperazine dimaleate Progesterone USP</p> <p>137-58-6 1077-28-7 34552-83-5 846-49-1 13446-34-9 31431-39-7 71-58-9 595-33-5 60-56-0 59-05-2</p> <p>6</p> <p>Table 2, Continued</p> <p>Solubilities of Active Pharmaceutical Ingredients in DMSOPharmaceutical Nomenclature CAS Number Solubility g/100ml DMSO@25oC 24.9 53.5 22.1 0.0 130-40-5 13292-46-1 22199-08-2 54965-24-1 70024-40-7 0.0 20.6 0.0 10.8 10.6 30.2 94-24-6 60-54-8 148-79-8 552-22-7 53902-12-8 369.9 19.0 10.8 3.0 41.1 17.2 57-13-6 N/A 152-11-4 79-81-2 68-19-9 67-97-0 10191-41-0 65-19-0 13463-41-7 45.2 11.5 19.5 11.9 0.0 0.0 0.0 0.0 0.0 Solubility g/100g DMSO@25oC 22.7 48.8 20.2 0.0 0.0 18.8 0.0 9.9 9.6 27.6 337.6 17.4 9.9 2.8 37.6 15.7 41.2 10.5 17.8 10.9 0.0 0.0 0.0 0.0 0.0 Solubility g/100ml Solution@25oC 18.5 32.8 16.8 0.0 0.0 15.8 0.0 9.0 8.8 21.6 77.2 14.8 9.0 2.7 27.3 13.6 29.2 9.5 15.1 9.8 0.0 0.0 0.0 0.0 0.0</p> <p>Promethazine Hydrochloride USP Propanolol Hydrochloride Pyracetam Riboflavin-5-Phosphate Sodium USP Riboflavin-5-Phosphate Sodium USP Rifampin USP Silver Sulfadiazine USP Tamoxifen Citrate USP Terazosin Hydrochloride Dihydrate Testosterone Tetracaine USP Tetracycline USP Thiabendazole USP Thymol Iodide Purified Tranilast Triamycynilone Urea USP Vancomycin Hydrochloride Verapamil Hydrochloride USP Vitamin A Palmitate (18,000 U/mL) Vitamin B12 USP (Cyanocobalamin) Vitamin D3 (2400 U/mL) Vitamin E Yohimbine Hydrochloride Zinc Pyrithione (48% Min. Aq. Dis.)</p> <p>58-33-3 318-98-9 7491-74-9</p> <p>7</p> <p>Table 3</p> <p>Solubility of Resins and Polymers in DMSOMaterial Aminoplasts Melamine Formol Urea formol Polyacrylics Orlon (DuPont) Acrilan (Monsanto) Verel (Eastman) Creslan (Am. Cyanamid) Polyamides Nylon 6 Nylon 6/6 Nylon 6/10 Nylon 11 Rilsan (Elf Ato) Nylon 12 Oryasol (Elf Ato) Polyimides Bismaleimide copolymers Kermid 353 (Rhone-Poulenc) Kermid 711 (Rhone-Poulenc) Polyamino bis maleimide Kermid 601(Rhone poulenc) I Polyamideimide Torlon 4203L (Amoco) Polyetherimide Ultem 100 (G.E.) Cellulose Cellulose triacetate Viscose rayon Cellophane Carboxymethyl cellulose Nitrocellulose Chlorinated Resins Butaclor MC30 (Distugil) CM3630 (Bayer) Hypalon DH70 (DuPont) Epoxies Epikote 1004 (Shell) Epon 1001 (Shell) Epon 1004 (Shell) Epon 1007 (Shell) Swells Soluble 50 50 50 20-30C Soluble Soluble &gt;25 &gt;5 5 Insoluble Insoluble Insoluble Insoluble Insoluble Insoluble Swells Soluble Insoluble Swells 10 Swells 20 5 70 Insoluble Insoluble Insoluble Insoluble &gt;100 50Table 4</p> <p>90-100C 20 42 90 15 30 &gt;100 10 30 30 20 Insoluble Insoluble Insoluble 5 &gt;100 25 at 130C Very viscous Very viscous Viscous Viscous Viscous</p> <p>Comments</p> <p>Partially sol. at 160-170C Soln. cloudy and viscous</p> <p>Sol. at 150C; ppts at 130C</p> <p>SOLUBILITY OF INORGANIC MATERIALS IN DMSO Material Aluminum sulfate (18H20) Aluminum chloride Ammonium borate (3H20) Ammonium carbonate(H20) Ammonium chloride Ammonium chromate Ammonium dichromatec Solubility, Grams/100cc DMSO 25C 90-100C Material Insoluble Reacts 10 1 Insoluble 1 50 10 5 Ammonium nitrate Ammonium thiocyanate Barium nitrate Beryllium nitrate(4H2O) Bismuth trichloride Boric acida Bromine Solubility, Grams/100cc DMSO 90-100C 25C 80 30 1 10 1 45 Reacts</p> <p>10</p> <p>Table 4, Continued</p> <p>SOLUBILITY OF INORGANIC MATERIALS IN DMSO</p> <p>Cadmium chlorideb Cadmium iodide Calcium chloride Calcium dichromate(3H2O)c Calcium nitrate(4H2O) Ceric ammonium nitrate Cobaltous chloride (6H2O) Cupric acetate(H2O) Cupric bromideb Cupric chloride(2H2O) Cupric sulfate(5H2) Cuprous iodide Ferric ammonium sulfate Ferric chloride(6H2O) Ferrous chloride(4H2) Gold chloride Iodine Lead chlorideb Lead nitrate Lithium bromide Lithium chloride Lithium dichromate(2H2O)c Lithium iodide Lithium nitrate Lithium perchloratec Magnesium chloride(6H2O) Magnesium nitrate (6H20) Manganous chloride (4H20) Mercuric acetate Mercuric bromide Mercuric iodide Mercuric sulfate Molybdenum bromide Nickel chloride(6H20) Nickel nitrate (6H20) Potassium bromide</p> <p>20 30 Insoluble 50 30 1 30 Insoluble 1 Insoluble 100 10 20 31.4 10.2 10 41.1 10 31.5 1.0 40 20 100 90 100 </p>

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