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| | Methanesulfonyl chloride Basic information |
| | Methanesulfonyl chloride Chemical Properties |
| Melting point | -33°C | | Boiling point | 60 °C/21 mmHg (lit.) | | density | 1.48 g/mL at 25 °C (lit.) | | vapor pressure | 3.001-8.9hPa at 20-25℃ | | refractive index | n20/D 1.452(lit.) | | Fp | >230 °F | | storage temp. | 2-8°C | | solubility | Chloroform, Hexanes | | form | Liquid | | color | Clear | | Water Solubility | Miscible with alcohol, ether and organic solvents. Immiscible with water. | | Sensitive | Moisture Sensitive | | Merck | 14,5955 | | BRN | 506297 | | Stability: | Moisture Sensitive | | LogP | -0.78-1.27 at 25℃ | | Surface tension | 72.5mN/m at 1.1g/L and 21℃ | | CAS DataBase Reference | 124-63-0(CAS DataBase Reference) | | NIST Chemistry Reference | Methanesulfonyl chloride(124-63-0) | | EPA Substance Registry System | Methanesulfonyl chloride (124-63-0) |
| | Methanesulfonyl chloride Usage And Synthesis |
| Chemical Properties | Pale yellow corrosive liquid. Unpleasant, pungent odor. | | Chemical Properties | Colorless to yellow liquid | | Uses | Methanesulfonyl chloride can be used for the mesylation of primary alcohols to synthesize the corresponding methanesulfonates. It may also be used for the conversion of amines to the corresponding sulfonamides. | | Uses | In the synthesis of photographic and agricultural chemicals, pharmaceutical intermediates. As a stabilizer; catalyst; curing and chlorinating agent; precursor to methanesulfonic acid. | | Uses | Methanesulfonyl chloride is used as a reagent for conversion of alcohols to mesylate esters such as methanesulfonate, which is an intermediate in substitution reactions, elimination reactions, reductions, and rearrangement reactions viz. Beckmann rearrangement. It is an electrophile and acts as a source of CH3SO2+ group. It is also used to prepare beta-chloro sulfones, methanesulfonamide and heterocyclic compounds containing five membered sultones. | | General Description | A pale yellow corrosive liquid. More dense than water and insoluble in water. Very toxic by ingestion, inhalation, or skin absorption. | | Reactivity Profile | Methanesulfonyl chloride reacts vigorously with water, steam, alkali, methylformamide. Emits toxic fumes of chloride and oxides of sulfur when heated to decomposition. A dangerous storage hazard. Reacts explosively with dimethyl sulfoxide [Buckley, A., J. Chem. Educ., 1965, 42, p. 674]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. | | Health Hazard | TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. | | Fire Hazard | Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. | | Potential Exposure | Chemical intermediate in various
industries including pesticides, flame retardants, pharmaceuticals, plastics. A solvent, curing agent, and chemical
stabilizer. Laboratory chemical. | | Shipping | UN3246 Methanesulfonyl chloride, Hazard Class
6.1; Labels: 6.1-Poison Inhalation Hazard, 8-Corrosive
material, Inhalation Hazard Zone B. | | Purification Methods | Distil the sulfonyl chloride from P2O5 under vacuum. It is a strong IRRITANT.[Beilstein 4 IV 27.] | | Incompatibilities | Vapors may form explosive mixture with
air. Slowly reacts with water, releasing toxic and corrosive
hydrogen chloride gas. Incompatible with oxidizers
(chlorates, nitrates, peroxides, permanganates, perchlorates,
chlorine, bromine, fluorine, etc.); contact may cause fires
or explosions. Keep away from alkaline materials, DMSO,
ethers, strong acids, strong bases. | | Waste Disposal | Use a licensed professional
waste disposal service to dispose of this material. Dissolve
or mix the material with a combustible solvent and burn
in a chemical incinerator equipped with an afterburner
and scrubber. All federal, state, and local environmental
regulations must be observed |
| | Methanesulfonyl chloride Preparation Products And Raw materials |
| Raw materials | Thionyl chloride-->Chlorine-->Thiourea-->Mineral oil-->Methanesulfonic acid-->METHYL MERCAPTAN-->Dimethyl disulfide | | Preparation Products | 1,3-Propane sultone-->(3S,4S)-(-)-1-BENZYL-3,4-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE-->(-)-DIOP-->4-(Methylsulfonamido)aniline-->(4S)-HYDROXY-3-METHYL-2-(2-PROPENYL)-2-CYCLOPENTENE-1-ONE-->3-N-Boc-aminopyrrolidine-->N-(3-Aminophenyl)methanesulfamide-->(2S,4S)-(-)-N-BOC-4-Diphenylphosphino-2-diphenylphosphinomethyl-pyrrolidine-->1-(Tetrahydro-2H-pyran-4-yl)hydrazine-->Pergolide-->Gestodene-->5-Aminosalicylic acid-->3-(METHANESULFONYLAMINO)BENZOIC ACID-->2-(Methanesulfonylamino)phenylboronic acid-->ETHYL METHANESULFONYLACETATE-->Fexofenadine-->(S)-3-(Boc-amino)pyrrolidine-->TERT-BUTYL 4-(AMINOMETHYL)PYRIDIN-2-YLCARBAMATE-->Nimesulide-->(2-TERT-BUTOXYFORMAMIDO-PYRIDIN-4-YL)METHYL METHANESULFONATE-->Raloxifene-->Stavudine-->(4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-one-->LIMAPROST-->Aztreonam-->Amsacrine-->Cefcapene pivoxil-->optically active amino thioacetes-->Methyl methanesulfonate-->alkyl phenylsufonate-->Methanesulfonamide-->SAPERCONAZOLE-->OLSALAZINE-->9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione21-phosphate piperazine salt-->Halobetasol propionate-->4-(METHANESULFONYLAMINO)BENZOIC ACID-->Busulfan-->2-Amino-4,5-difluorobenzoic acid-->11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-methanesulphonate-->Ethyl methanesulfonate |
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