Dimethyl Sulphoxide PRS
C2H6OS
| M.= 78,13 | CAS [67-68-5] | EINECS 200-664-3 |
| NC 2930 90 85 | | |
SYNONYMS: DMSO · Methylsulphoxide · Sulphinylbismethane ·
PHYSICAL DATA: Clear , colourless liquid ·Miscible with water ·Hygroscopic ·D at 20/4: 1,1014 ·M. P.: 18,4 °C ·B. P.: 189 °C ·n20/D: 1,4770 ·Flash. P.: 95 °C ·Vap. press. at 20 °C 0,6 hPa ·Viscosity at 20 °C 2,0 mPas ·D. M. a 20 °C 3,9 Debye ·Dielec. constant at 20 °C 4,7 ·
APPLICATIONS: Analytical reagent: USP 31 · BP 2008 · Ph. Eur. 6.0 ·
Synthesis reagent: Regioselective orthomethylthiomethylation of phenols using thionyl chloride ; K. Sato et al. , J. Chem. Soc. Perkin Trans. I , 2715 (1984) ·DMSO is a powerful solvent for many inorganic ions , due to good solvation of cations.The counter-anions therefore have enhanced reactivity and this has led DMSO being used to increase both the nucleophilicity of anions and the strength of bases ; Review: Bull. Soc. Chim. Fr. , 1021 (1965) · In combination with a wide range of activating reagents , DMSO is a highly effective reagent for the oxidation of primary and secondary alcohols to carbonyl compounds, without over-oxidation to carboxylic acids ; Review Chem. Rev. , 67 , 247 (1967) , Synthesis , 70 (1971) ; Synthesis , 165 (1981) ·DMSO is converted by sodium hydride to its conjugate base "dimsyl sodium" which is a strong base used in the conversion of phosphonium salts to phosphoranes ; J. Org. Chem. , 28 , 1128 (1963) ; Can. J. Chem. , 43 , 1614 (1965) and for the preparation of 3-hydroxysulphoxides from epoxides which undergo elimination to alkenes on thermolysis ; Synthesis , 610 (1988) ·The potassium derivate of DMSO is prepared by reaction with potassium ter-butoxide ; J. Am. Chem. Soc. , 85 3410 (1963) ·Reaction with sodamide converts DMSO to its disodio-derivative which reacts with electrophiles such as alkyl halides and ketones ; Tetrahedron Lett. , 3341 (1967) ; J. Organomet. Chem. , 59 , 53 ( 1973) ·
BIBLIOGRAPHY: Merck Index 13 , 3285 ·Sax DUD 800 ·Safety 2 , 2440 C ·Kühn-Birett D 36 ·Beilstein 1 , 289 II , 277 III , 1217 IV , 1277 ·BRN: 506008 ·Fieser 1 , 296 2 , 157 3 , 119 4 , 192 5 , 263 6 , 225 7 , 133 8 , 198 9 , 189 10 , 16611 , 214 12 , 213 13 , 124 ·Ullmann (5.) 9 , 243 ·ACS IX , 280 X , 296 ·RFE I , 811 (1997) ·USP 31 · BP 2008 · Ph. Eur. 5.0 (2005) 6.0 (2008) ·
HAZARDOUS: RTECS: PV 6210000 · DL50 orl rat 14500 mg/Kg ·
WEIGHT/VOLUME INFORMATION: 1lX1,103kg 1kgX0,907l
SPECIFICATIONS:
| Assay (G.C.) | 99 % |
| Identity | IR p/t. |
| Insoluble matter in H2O | p/t. |
| Non-volatile matter | 0,05 % |
| Dimethyl Sulfone (G.C.) | 0,2 % |
| Methanol (G.C.) | 0,1 % |
| Acidity | 0,002 meq/g |
| Water (H2O) | 0,2 % |
| Cu | 0,00002 % |
| Fe | 0,00005 % |
| Ni | 0,00002 % |
| Pb | 0,00002 % |