methanol
methanesulfonic phosphoric anhydride, diisopropyl ester
A
methanesulfonic acid
B
diisopropyl methyl phosphate
Conditions | Yield |
---|---|
for 1h; Ambient temperature; | A 100% B 98% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; methanesulfonic acid In water at 40 - 110℃; for 10h; | 100% |
With dihydrogen peroxide In water at 35 - 45℃; for 10h; | 100% |
With nitric acid at 80℃; for 8h; Concentration; Temperature; | 93.75% |
With Mg(2+)*O4V(3-)*C19H42N(1+); dihydrogen peroxide In acetonitrile at 20 - 40℃; for 25h; Reagent/catalyst; Temperature; | 63.9% |
methanol
methanesulfonic phosphoric anhydride, diethyl ester
A
methanesulfonic acid
B
diethyl methyl phosphate
Conditions | Yield |
---|---|
for 1h; Ambient temperature; | A 91% B 99% |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 40℃; for 3h; Temperature; | 98.4% |
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide at 10 - 50℃; under 60006 - 90009 Torr; for 10h; Inert atmosphere; | 97% |
Product distribution / selectivity; |
A
methanesulfonic acid
B
C16H10O3S
Conditions | Yield |
---|---|
In chloroform-d1 for 0.216667h; Photolysis; Inert atmosphere; | A 96% B n/a |
methane
methanesulfonic acid
Conditions | Yield |
---|---|
With sulfuric acid; alumina; sulfur trioxide; dihydrogen peroxide In water at 50℃; under 21002.1 - 75007.5 Torr; for 3.5h; Reagent/catalyst; Autoclave; | 95% |
With Methyl methanesulfonate; sulfur trioxide In fluorosulphonic acid at 50℃; under 75007.5 Torr; for 10h; | 93% |
With sulfur trioxide at 50℃; under 75007.5 Torr; Autoclave; | 91% |
Conditions | Yield |
---|---|
With nitric acid at 80℃; for 6h; Temperature; | 93.8% |
With Mg(2+)*O4V(3-)*C19H42N(1+); water; oxygen In acetonitrile at 90℃; under 30003 Torr; for 24h; Reagent/catalyst; Pressure; Temperature; Autoclave; | 92% |
With oxygen In methanol at 30 - 40℃; for 14h; Irradiation; | 65% |
1-(methanesulfonoyloxy)-2(1H)-quinolone
A
methanesulfonic acid
B
2-quinolone
Conditions | Yield |
---|---|
In methanol; water Quantum yield; UV-irradiation; Photolysis; | A 90% B n/a |
Conditions | Yield |
---|---|
With sulfuric acid; sulfur trioxide; dihydrogen peroxide at 50℃; under 75007.5 Torr; Large scale; | A 82% B n/a |
methanethiosulfonic acid S-methyl ester
A
formic acid
B
methanesulfonic acid
C
Dimethoxymethane
D
Methyl formate
Conditions | Yield |
---|---|
With oxygen In methanol Irradiation; | A n/a B 72% C n/a D n/a |
Conditions | Yield |
---|---|
With water for 5h; Time; Large scale; | A n/a B 70.2% |
Conditions | Yield |
---|---|
at 310℃; under 115 Torr; for 0.133333h; Rate constant; Thermodynamic data; var. of initial pressure, temp., Ea, with addition of propene, toluene; | A n/a B 62.3% |
Conditions | Yield |
---|---|
at 300.2℃; under 88 Torr; for 0.2h; Rate constant; Thermodynamic data; var. of initial pressure, temp., Ea, with addition of propene, toluene; | A n/a B 47.8% |
dimethylsulfide
A
methanesulfonic acid
B
dimethylsulfone
C
S-methyl thioformate
D
dimethyl sulfoxide
Conditions | Yield |
---|---|
With dihydrogen peroxide; oxygen at 10.85℃; under 750.06 Torr; Product distribution; Kinetics; Further Variations:; Temperatures; Oxidation; Photolysis; | A n/a B n/a C n/a D 46.3% |
Conditions | Yield |
---|---|
With water In acetonitrile 1.) 40 deg C, 144 h, 2.) 60 deg C, 24 h; | A n/a B n/a C 26% |
Dimethyldisulphide
A
methanesulfonic acid
B
methanethiosulfonic acid S-methyl ester
C
methyl bisulfate
D
methyl methanesulfinate
Conditions | Yield |
---|---|
With oxygen In methanol at 30 - 40℃; for 9.5h; Irradiation; with Pyrex Filter; | A 7.1% B 6.2% C n/a D n/a |
1,4-dioxane
Perbenzoic acid
chloroform
bis-methanesulfonyl-bis-methylsulfanyl-methane
A
methanesulfonic acid
B
tris-methanesulfonyl-methane
Conditions | Yield |
---|---|
With nitric acid | |
With nitric acid | |
With hydrogenchloride; acetic acid at 30 - 40℃; elektrolytische Oxydation; | |
With calcium chloride |
Conditions | Yield |
---|---|
With diethyl ether; sulfur dioxide man zersetzt das Reaktionsprodukt mit Wasser und erwaermt die waessr.Loesung mit Brom; |
Perbenzoic acid
chloroform
tetrathioorthocarbonic acid tetramethyl ester
A
methanesulfonic acid
B
tris-methanesulfonyl-methane
Conditions | Yield |
---|---|
With air; Nitrogen dioxide at 30 - 80℃; |
3-aminopropranesulfonic acid
methanesulfonic acid
Conditions | Yield |
---|---|
With nitric acid at 200℃; |
trichloromethane sulfonic Acid
methanesulfonic acid
Conditions | Yield |
---|---|
With amalgamated potassium | |
Durch elektrische Reduktion in neutraler Loesung; | |
bei der elektrolytischen Reduktion in neutraler Loesung; |
N,N'-bis-(4-methanesulfinyl-but-3-enyl)-urea
acetic acid
methanesulfonic acid
Conditions | Yield |
---|---|
bei der Ozonolyse und folgenden Oxydation mit 30prozentig.H2O2; (-)-N.N'-bis-<4-methanesulfinyl-buten-(3)-yl>-urea; |
Conditions | Yield |
---|---|
With ammonium sulfite Behandeln des erhaltenen Ammonium-methansulfonats mit konz.Schwefelsaeure; | |
With methanol; sodium sulfite das Natriumsalz ensteht; | |
With water; sodium sulfite das Natriumsalz; | |
With Trifluoromethanesulfonyl fluoride |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With alkali sulfite | |
With acidic alkali sulfite | |
With ammonium bisulfite; water | |
With alkali sulfite |
methanol
O,O-diethyl S-methyl phosphorothioate
A
methanesulfonic acid
B
diethyl methyl phosphate
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid |
propan-1-ol
O,O-diethyl S-methyl phosphorothioate
A
methanesulfonic acid
B
diethyl n-propyl phosphate
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid |
methanesulfonic acid
2-methyl-3-buten-2-ol
Δ3-Isopentenyl methyl sulfide
isopentenyl methyl prenyl sulfonium methane sulfonate
Conditions | Yield |
---|---|
In dichloromethane for 72h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
In dichloromethane for 1h; Ambient temperature; | 100% |
methanesulfonic acid
Conditions | Yield |
---|---|
In chloroform at 25℃; for 1h; | 100% |
Conditions | Yield |
---|---|
for 1h; Esterification; Heating; | 100% |
methanesulfonic acid
erlotinib hydrochloride
Conditions | Yield |
---|---|
Stage #1: erlotinib hydrochloride With sodium hydroxide In water; ethyl acetate at 60 - 70℃; pH=10 - 11; Stage #2: methanesulfonic acid In ethyl acetate Heating / reflux; | 100% |
Stage #1: erlotinib hydrochloride With sodium hydroxide In water; ethyl acetate pH=8 - 9; Stage #2: In isopropyl alcohol Stage #3: methanesulfonic acid at 62 - 70℃; for 34h; | 93% |
Stage #1: erlotinib hydrochloride With sodium hydrogencarbonate In dichloromethane; water Stage #2: In isopropyl alcohol Stage #3: methanesulfonic acid | 69% |
Stage #1: erlotinib hydrochloride With 50percent NaOH In water; ethyl acetate at 50℃; for 0.25h; Stage #2: methanesulfonic acid at 50℃; for 4h; Further stages.; | 111.76 g |
methanesulfonic acid
(R)-benzyl 9-(1-acetylpiperidin-4-yl)-8-oxo-3,6,7,8,9,10-hexahydroazepino[3,4-e]indazol-7-ylcarbamate
Conditions | Yield |
---|---|
With methoxybenzene In diethyl ether; dichloromethane at 20℃; for 2.5h; | 100% |
Conditions | Yield |
---|---|
With zeolite beads at 120 - 385℃; Product distribution / selectivity; | 100% |
methanesulfonic acid
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; for 0.5h; | 100% |
methanesulfonic acid
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; for 0.5h; | 100% |
TD-6301
methanesulfonic acid
Conditions | Yield |
---|---|
In water; acetonitrile pH=5; | 100% |
In acetonitrile pH=5; | 100% |
methanesulfonic acid
3-Cyclohexyl-1-methyl-6-{4-[4-(methylamino)-1-piperidinyl]phenyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one monomethanesulfonate
Conditions | Yield |
---|---|
With hydrogen; 10% palladium on activated carbon In methanol at 20℃; | 100% |
methanesulfonic acid
9-(3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-2-O-trifluormethanesulfonyl-α-L-threo-pentofuranosyl)-6-N-benzoyladenine
1-(2',3'-epoxide-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-2-deoxy-α-L-erythro-pentofuranosyl)-6-benzoyl adenine-9-yl
Conditions | Yield |
---|---|
In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 0 - 20℃; | 100% |
methanesulfonic acid
Conditions | Yield |
---|---|
In methanol; dichloromethane | 100% |
(S)-1,4-di-(t-butoxycarbonyl)-2-(4-((R)-3-hydroxypyrrolidino)phenyl)piperazine
methanesulfonic acid
(S)-1,4-di(t-butoxycarbonyl)-2-(4-((R)-3-(methansulfonyloxy)pyrrolidin-1-yl)phenyl)piperazine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 0.333333h; | 100% |
6-[2-ethoxy-4-(3-methyl-butylamino-methyl)-phenoxy]nicotinamide
methanesulfonic acid
6-[4-((3-methyl-butylamino)-methyl)-2-ethoxyphenoxy]nicotinamide methanesulfonate salt
Conditions | Yield |
---|---|
In tetrahydrofuran | 100% |
methanesulfonic acid
[9-(2,2-dimethyl-propyl)-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-(R)-cyclohepta[e]inden-7-yl]-carbamic acid benzyl ester
Conditions | Yield |
---|---|
With methoxybenzene In dichloromethane at 20℃; for 2.5h; | 100% |
With methoxybenzene In diethyl ether; dichloromethane at 20℃; for 3h; | 100% |
With methoxybenzene In dichloromethane at 20℃; for 2.5h; | 100% |
methanesulfonic acid
4-(7-(R)-benzyloxycarbonylamino-8-oxo-6,7,8,10-tetrahydro-3H-2,3,9-triaza-cyclohepta[e]inden-9-yl)-piperidine-1-carboxylic acid tert-butyl ester
(R)-benzyl 8-oxo-9-(piperidin-4-yl)-3,6,7,8,9,10-hexahydroazepino[3,4-e]indazol-7-ylcarbamate methanesulfonate
Conditions | Yield |
---|---|
With methoxybenzene In dichloromethane at 20℃; for 0.5h; | 100% |
With methoxybenzene In diethyl ether; dichloromethane at 20℃; for 1h; | 100% |
With methoxybenzene In diethyl ether; dichloromethane at 20℃; for 1h; | 100% |
tert-butyl 4-(4-(2,6-dichlorobenzamido)-1H-pyrazole-3-carboxamido)piperidine-1-carboxylate
methanesulfonic acid
Conditions | Yield |
---|---|
In 1,4-dioxane at 80 - 105℃; for 1.5 - 25h; Industry scale; | 100% |
In 1,4-dioxane at 80 - 105℃; for 1 - 24h; Product distribution / selectivity; | 99.4% |
In 1,4-dioxane at 80 - 105℃; Product distribution / selectivity; | 98.5% |
methanesulfonic acid
N-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)(cyano)amino]phenyl}-N'-(5-methyl-pyridin-2-yl)pyrazine-2,3-dicarboxamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 100% |
methanesulfonic acid
N-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)(cyano)amino]phenyl}-N'-(5-cyanopyridin-2-yl)pyrazine-2,3-dicarboxamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 100% |
methanesulfonic acid
Conditions | Yield |
---|---|
In methanol for 0.5h; | 100% |
methanesulfonic acid
perphenazine N-Boc-4-aminobutyrate
Conditions | Yield |
---|---|
In acetic acid butyl ester; acetonitrile at 40℃; for 16h; Product distribution / selectivity; Inert atmosphere; Industry scale; | 100% |
In acetonitrile at 40℃; for 5h; | 98% |
In acetone at 40℃; for 4h; Product distribution / selectivity; | 83% |
1-{1-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-3-[5-(1-methyl-cyclopropyl)-2-p-tolyl-2H-pyrazol-3-yl]-urea
methanesulfonic acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; Product distribution / selectivity; | 100% |
methanesulfonic acid
(CH3)3PBH2P(C6H5)2BH3
(CH3)3PBH2P(C6H5)2BH2OSO2CH3
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In dichloromethane MeOSO3 added to a soln. of the borane, KHCO3 added, stirring, mixture passed through a column (silica gel, ethylacetate; concg. (vac.), elem. anal.; | 100% |
methanesulfonic acid
(CH3)3PBH2P(C6H5)2BH2P(C6H5)2BH3
(CH3)3PBH2P(C6H5)2BH2P(C6H5)2BH2SO3CH3
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In dichloromethane after 30 min reaction KHCO3 added, stirring; mixture passed through a column (silica gel, ethyl acetate), filtrate concentrated (vac.); | 100% |
methanesulfonic acid
(1S,2S)-2-(2-carbamoyl-5-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)phenylamino)cyclopentyl 2-(tert-butoxycarbonylamino)acetate
(1S,2S)-2-(2-carbamoyl-5-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)phenylamino)cyclopentyl 2-aminoacetate methanesulfonate
Conditions | Yield |
---|---|
Stage #1: (1S,2S)-2-(2-carbamoyl-5-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)phenylamino)cyclopentyl 2-(tert-butoxycarbonylamino)acetate With trifluoroacetic acid In dichloromethane at 0℃; for 0.583333h; Stage #2: methanesulfonic acid In dichloromethane | 100% |
methanesulfonic acid
1-tert-butyl 3-ethyl 3-{[(6-methoxy-2-naphthyl)oxy]methyl}azetidine-1,3-dicarboxylate
Conditions | Yield |
---|---|
In Isopropyl acetate at 40℃; for 18h; | 100% |
1-methyl-1H-imidazole
methanesulfonic acid
1-methylimidazolium methylsulfonate
Conditions | Yield |
---|---|
at 20℃; for 5.5h; Cooling with ice; | 100% |
at 0 - 20℃; | |
at 20℃; Cooling with ice; |
Methanesulfonic acid is a colorless liquid with the chemical formula CH3SO3H. It is the simplest of the alkylsulfonic acids. Salts and esters of methanesulfonic acid are known as mesylates. It is also called Methanesulphonic acid, methanesulphonic-acid-, Sulfomethane, CCRIS 2783, HSDB 5004. Methanesulfonic acid is used as an acid catalyst in organic reactions because it is non-volatile, strong acid that is soluble in organic solvents.Methanesulfonic acid toxic is people .It shoule be Keeped locked up and out of the reach of children.when you use it, you should wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
Physical properties about Methanesulfonic acid are:
(1)ACD/LogP: -2.087; (2)ACD/LogD (pH 5.5): -5.39; (3)ACD/LogD (pH 7.4): -5.58; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00 ; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 3 ; (9)#H bond donors: 1; (10)Index of Refraction: 1.448; (11)Molar Refractivity: 17.019 cm3; (12)Molar Volume: 63.581 cm3; (13)Polarizability: 6.747 10-24cm3; (14)Surface Tension: 53.3790016174316 dyne/cm; (15)Density: 1.512 g/cm3
Preparation of Methanesulfonic acid:
A process for the preparation of methanesulfonic acid comprising reacting sulfite ions within an aqueous system with dimethyl sulfate at an elevated temperature and, subsequently, adding a strong acid, wherein the molar ratio of sulfite ions to dimethyl sulfate is 1.5 to 2.5:1, and the reaction is maintained at said elevated temperature for at least 2 h.
Uses of Methanesulfonic acid:
Methanesulfonic acid may be considered an intermediate compound between sulfuric acid (H2SO4), and methylsulfonylmethane ((CH3)2SO2), effectively replacing an -OH group with a -CH3 group at each step. This pattern can extend no further in either direction without breaking down the -SO2 group. Methanesulfonic acid can be used in the generation of BH3. By reacting methanesulfonic acid with NaBH4 in an aprotic solvent such as THF or DMS, the complex of BH3 and the solvent is formed.
You can still convert the following datas into molecular structure:
(1)InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4);
(2)InChIKey=AFVFQIVMOAPDHO-UHFFFAOYSA-N;
(3)SmilesS(=O)(=O)(C)O;
The toxicity data of Methanesulfonic acid is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | skin | > 2gm/kg (2000mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
quail | LD50 | oral | 1gm/kg (1000mg/kg) | Journal of Reproduction and Fertility. Vol. 48, Pg. 371, 1976. | |
rat | LC | inhalation | > 330ppm/6H (330ppm) | Kodak Company Reports. Vol. 21MAY1971, | |
rat | LD50 | oral | 200mg/kg (200mg/kg) | Kodak Company Reports. Vol. 21MAY1971, |
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