Identification | More | [Name]
Methanesulfonic acid | [CAS]
75-75-2 | [Synonyms]
Alkanesulfonic acid METHANESULFONIC ACID METHANESULPHONIC ACID METHYLSULFONATE, POLYMER-BOUND METHYLSULFONIC ACID MSA SULFOMETHANE acidemethanesulfonique Kyselina methansulfonova kyselinamethansulfonova Methylsulphonicacid Sulphonethane Mesic acid Methanesulfonicacidaqsoln METHANE SULFONIC ACID ANHYDROUS METHANESULFONIC ACID, >=99.5% METHANESULFONIC ACID,70WT.%SOLUTION IN H METHANESULFONIC ACID 70 WT. % SOLUTION& METHANESULFONIC ACID, TECH., 70% METHANESULFONIC ACID, ELECTR GR(MSA 70% | [EINECS(EC#)]
200-898-6 | [Molecular Formula]
CH4O3S | [MDL Number]
MFCD00007518 | [Molecular Weight]
96.11 | [MOL File]
75-75-2.mol |
Chemical Properties | Back Directory | [Appearance]
colourless or light yellow liquid | [Melting point ]
17-19 °C (lit.) | [Boiling point ]
167 °C/10 mmHg (lit.) | [density ]
1.481 g/mL at 25 °C(lit.)
| [vapor density ]
3.3 (vs air)
| [vapor pressure ]
1 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.429(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [solubility ]
water: soluble1,000 g/L at 20°C | [form ]
Solution | [pka]
-2.6(at 25℃) | [color ]
brown
| [Specific Gravity]
1.48 (18/4℃) | [Stability:]
Stable. Moisture sensitive. Incompatible with amines, bases, water, common metals. Releases a substantial amount of heat when diluted with water (add acid to water with care if diluting). | [Water Solubility ]
Miscible with water. Slightly miscible with benzene and toluene. Immiscible with paraffins. | [Sensitive ]
Light Sensitive & Hygroscopic | [λmax]
λ: 240-320 nm Amax: <0.4 | [Merck ]
14,5954 | [BRN ]
1446024 | [InChIKey]
AFVFQIVMOAPDHO-UHFFFAOYSA-N | [Uses]
Polymerization catalyst. | [CAS DataBase Reference]
75-75-2(CAS DataBase Reference) | [NIST Chemistry Reference]
CH3SO3H(75-75-2) | [EPA Substance Registry System]
75-75-2(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S1/2:Keep locked up and out of the reach of children . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
1
| [RTECS ]
PB1140000
| [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29041000 | [Safety Profile]
Poison by ingestion and
intraperitoneal routes. May be corrosive to
skin, eyes, and mucous membranes.
Explosive reaction with ethyl vinyl ether.
Incompatible with hydrogen fluoride. When
heated to decomposition it emits toxic
fumes of SOx. See also SULFONATES. | [Hazardous Substances Data]
75-75-2(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 649 mg/kg LD50 dermal Rabbit 200 - 2000 mg/kg |
Raw materials And Preparation Products | Back Directory | [Raw materials]
Methanesulfonyl chloride-->2-Methyl-2-thiopseudourea sulfate-->Barium hydroxide-->Dimethyl disulfide-->ANION STANDARD - NITRATE-->Methyl thiocyanate | [Preparation Products]
Methanesulfonyl chloride-->(S)-(-)-7,7'-BIS[DI(3,5-DIMETHYLPHENYL)PHOSPHINO]-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE-->(R)-7,7'-BIS(DIPHENYLPHOSPHINO)-1,1'-SPIROBIINDANE-->(S)-1,1'-SPIROBIINDANE-7,7'-DIOL-->(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE-->Sodium dodecylbenzenesulphonate-->(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-PHENOXY-->10-(2-Benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,11H-(1)benzopyropyrano(6,7-8-I,j)quinolizin-11-one-->(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-DIMETHYLAMINE-->1,1'-SPIROBIINDANE-7,7'-DIOL-->ETHYL 4-FORMYL-2,5-DIMETHYL-1-(2-THIENYLMETHYL)-1H-PYRROLE-3-CARBOXYLATE-->Fluconazole-->Pazufloxacin-->Pergolide-->Dicofol-->5-Methoxy-3-indazolecarboxylic acid-->Coumarin 314T-->Etofenprox-->9-Formyl-8-hydroxy-1,1,7,7-tetramethyljulolidine-->5-Methoxyisatin-->3-Aminobenzamide-->LIMAPROST-->Methanesulfonic anhydride-->Pefloxacin-->Gabexate mesylate-->TROVAFLOXACIN-->SAPERCONAZOLE-->Sodium trifluoromethanesulfonate-->Phentolamine mesilate |
Hazard Information | Back Directory | [Hazard]
Toxic by ingestion, skin irritant, corrosiveto tissue. | [Definition]
ChEBI: An alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl. | [Preparation]
Methanesulfonic acid is produced predominantly by oxidizing methylthiol or dimethyl disulfide using nitric acid, hydrogen peroxide, chlorine or by employing electrochemical processes. | [General Description]
Methanesulfonic acid (MSA) is a strong organic acid. The chemical oxidation of dimetyl sulfide in the atmosphere leads to the formation of MSA in large quantities. MSA undergoes biodegradation by forming CO2 and sulphate. It is considered a green acid as it is less toxic and corrosive in comparison to mineral acids.1 The aqueous MSA solution has been considered a model electrolyte for electrochemical processes. | [Purification Methods]
Dry the acid, either by azeotropic removal of water with *benzene or toluene, or by stirring 20g of P2O5 with 500mL of the acid at 100o for 0.5hours. Then distil it under vacuum and fractionally crystallise it by partial freezing. Sulfuric acid, if present, can be removed by prior addition of Ba(OH)2 to a dilute solution, filtering off the BaSO4 and concentrating under reduced pressure; and is sufficiently pure for most applications. [Beilstein 4 IV 10.] |
Questions And Answer | Back Directory | [description]
Methanesulfonic acid (CH3SO3H, MSA) is a strong organic acid. The chemical oxidation of dimetyl sulfide in the atmosphere leads to the formation of MSA in large quantities. MSA undergoes biodegradation by forming CO2 and sulphate. It is considered a green acid as it is less toxic and corrosive in comparison to mineral acids.The aqueous MSA solution has been considered a model electrolyte for electrochemical processes. Methanesulfonic acid is an alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is methyl. It has a role as an Escherichia coli metabolite. It is an alkanesulfonic acid and a one-carbon compound. It is a conjugate acid of a methanesulfonate. | [Chemical properties]
Methanesulfonic acid, the simplest alkanesulfonic acid, is a colorless or slightly brown oily liquid, appearing as solid at low temperatures. It has a melting temperature of 20 °C, the boiling point of 167 °C (13.33 kPa), 122 °C (0.133 kPa), the relative density of 1.4812 (18 ℃) and refractive index 1.4317 (16 ℃). It is soluble in water, alcohol and ether, insoluble in alkanes, benzene and toluene. It will not subject to decomposition in boiling water and hot alkaline solution. It also has strong corrosion effect against the metal iron, copper and lead. | [Uses]
Methanesulfonic acid is a raw material for medicine and pesticide. It can also be used as dehydrating agent, curing accelerator for coating, treating agent for fiber, solvent, catalysis, and esterification as well as polymerization reaction.
It can be used as solvent, alkylation, catalyst of esterification and polymerization, also used in medicine and electroplating industry. It can also be applied to oxidation. | [Production method]
It can be obtained through the nitrate oxidation of thiocyanate methyl. Nitric acid and negative water are heated carefully to 80-88 °C with fractional addition of methyl thiocyanate and the temperature being automatically rose to about 105 ℃. After the reaction becomes mild, the reaction was heated to 120 ° C and reacted for 5 hours to obtain a crude product. The crude product was diluted with exchanged water and adjusted to pH 8-9 by addition of 25% barium hydroxide solution and filtered. The filtrate is condensed to until crystalline precipitation. The crystal is washed by methanol to remove the nitrate to obtain the barium methanesulfonate. It is then added to the exchanged water to boiling, add sulfuric acid for decomposition while it is hot, filter and the filtrate was concentrated under vacuum to no water to obtain the finished product.
Another method is that the methyl isothiourea sulfate is successively subject to chlorination, oxidation and hydrolysis to derive the finished product. Methyl isothiourea sulfate was added to the water; and the chlorine is sent into at 20-25 ° C to until phenomenon such as solution color is turned into yellow; oil layer emerges in the bottom of the bottle; the temperature drop and large number of residual chlorine is discharged from the exhaust pipe; this indicates the end point of the reaction. The reaction solution was extracted with chloroform. After drying, the extract was distilled at 60-62 ° C under normal pressure to remove the chloroform, and then further subject to distillation under reduced pressure. Collect the 60-65 °C (2.67 kPa) fraction was to obtain the methanesulfonyl chloride. Add the base drop wise under stirring to 80 ℃ hot water and maintain the heat hydrolysis for about 2h, to until the reaction liquid droplets completely disappear. The reaction solution was concentrated under reduced pressure to a syrupy form, diluted with water, and concentrated under reduced pressure to until no more water was distilled off to obtain methanesulfonic acid. |
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