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Cas Database |
| Name |
Isopropyl methanesulfonate |
EINECS | 213-132-0 |
| CAS No. | 926-06-7 | Density | 1.145 |
| PSA | 51.75000 | LogP | 1.45180 |
| Solubility | N/A | Melting Point |
7°C(lit.) |
| Formula | C4H10 O3 S | Boiling Point | 82 °C (6 mmHg) |
| Molecular Weight | 138.188 | Flash Point | 104 °C |
| Transport Information | N/A | Appearance | clear, colorless liquid. |
| Safety | Poison by ingestion. An experimental teratogen. Experimental reproductive effects. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of SOx. See also SULFONATES. | Risk Codes | 68-40-34-22 |
| Molecular Structure |
|
Hazard Symbols |
 C
|
| Synonyms |
Methanesulfonicacid, isopropyl ester (6CI,7CI,8CI); 2-Propyl methanesulfonate; Isopropylmesylate; Isopropyl methanesulfonate; Isopropyl methanesulphonate |
Article Data | 20 |
Isopropyl methanesulfonate Synthetic route
| Conditions | Yield |
|---|---|
| With sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In benzene at 15 - 20℃; for 1h; | 94% |
| With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 94% |
| With pyridine 1.) from -20 deg C to 30 deg C, 2.) room temp., 2 h; | 63% |
| Conditions | Yield |
|---|---|
| under 2206.5 Torr; |
| Conditions | Yield |
|---|---|
| With isopropyl alcohol |
| Conditions | Yield |
|---|---|
| With sulfur dioxide In Petroleum ether at -15℃; | 12 g |
- 2404-05-9
O,O-diethyl S-methyl phosphorothioate
- 67-63-0
isopropyl alcohol
A
- 75-75-2
methanesulfonic acid
B
- 598-02-7
Diethyl phosphate
C
- 2736-99-4
diethyl 2-propyl phosphate
D
- 926-06-7
isopropyl methanesulfonate
| Conditions | Yield |
|---|---|
| With 3-chloro-benzenecarboperoxoic acid | A n/a B 41 % Spectr. C 59 % Spectr. D n/a |
- 926-06-7
isopropyl methanesulfonate
- 924638-97-1
1-(1H-imdiazol-1-yl)-2-methyl-2-propanol
- 1006900-61-3
1-(2-hydroxy-2-methyl-n-propyl)-3-isopropylimidazolium mesylate
| Conditions | Yield |
|---|---|
| In acetonitrile at 90℃; for 24h; | 100% |
- 926-06-7
isopropyl methanesulfonate
- 139978-82-8
methyl 2,3-O-isopropylidene-α-D-mannopyranoside-4,6-cyclic sulfate
- 1097263-89-2
C8H16O8S
| Conditions | Yield |
|---|---|
| Stage #1: isopropyl methanesulfonate; methyl-2,3-O-isopropylidene-4,6-cyclic sulfate-α-D-mannopyranoside With 1,1-Diphenylethylene; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran Stage #2: In tetrahydrofuran; methanol regioselective reaction; | 100% |
- 952800-18-9
5-(4-tert-butoxycarbonyl-[1,4]diazepane-1-carbonyl)-1H-indole-2-carboxylic acid ethyl ester
- 926-06-7
isopropyl methanesulfonate
- 952800-17-8
5-(4-tert-butoxycarbonyl-[1,4]diazepane-1-carbonyl)-1-isopropyl-1H-indole-2-carboxylic acid ethyl ester
| Conditions | Yield |
|---|---|
| With caesium carbonate In acetonitrile at 95℃; | 93% |
- 926-06-7
isopropyl methanesulfonate
- 37033-95-7
5-benzyloxy-1H-indole-2-carboxylic acid ethyl ester
- 938081-51-7
5-Benzyloxy-1-isopropyl-1H-indole-2-carboxylic acid ethyl ester
| Conditions | Yield |
|---|---|
| With caesium carbonate In acetonitrile for 18h; Heating / reflux; | 90% |
| With caesium carbonate In acetonitrile for 18h; Reflux; | 89% |
- 926-06-7
isopropyl methanesulfonate
- 814-49-3
diethyl chlorophosphate
- 114086-63-4
isopropyl diethylphosphonylmethanesulphonate
| Conditions | Yield |
|---|---|
| Stage #1: isopropyl methanesulfonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.33h; Stage #2: diethyl chlorophosphate In tetrahydrofuran; hexane at -50℃; for 1.5h; | 87% |
| With n-butyllithium 1) THF, hexane, -78 deg C, 15 min, 2) THF, hexane, -78 to -50 deg C; Yield given. Multistep reaction; | |
| With n-butyllithium In tetrahydrofuran | 5.20 g (67%) |
Isopropyl methanesulfonate Chemical Properties
IUPAC Name: Propan-2-yl methanesulfonate
CAS: 926-06-7
EINECS: 213-132-0
Following is the Molecular Structure of Isopropyl methanesulfonate (926-06-7):
SMILES: O=S(=O)(OC(C)C)C
InChI: InChI=1/C4H10O3S/c1-4(2)7-8(3,5)6/h4H,1-3H3
InChIKey: SWWHCQCMVCPLEQ-UHFFFAOYAF
Std.InChI: InChI=1S/C4H10O3S/c1-4(2)7-8(3,5)6/h4H,1-3H3
Std.InChIKey: SWWHCQCMVCPLEQ-UHFFFAOYSA-N
Molecular Formula: C4H10O3S
Molecular Weight: 138.19
Boiling Point: 220℃ at 760mmHg
Flash Point: 86.9℃
Molar Volume: 122.3cm3
Density: 1.129g/cm3
Index of Refraction: 1.422
Molar Refractivity: 31.09cm3
Surface Tension: 32.2dyne/cm
Polarizability: 12.32 10-24cm3
Enthalpy of Vaporization: 43.78kJ/mol
Vapour Pressure: 0.171mmHg at 25℃
Isopropyl methanesulfonate Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 287mg/kg (287mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. |
Isopropyl methanesulfonate Consensus Reports
EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.
Isopropyl methanesulfonate Safety Profile
Hazard Codes:
C Corrosive.
Risk Statements: 68-40-34-22
R68: Possible risk of irreversible effects.
R40: Limited evidence of a carcinogenic effect.
R34: Causes burns.
R22: Harmful if swallowed.
Safety Statements: 45-36/37/39-26
S45: In case of accident or if you feel unwell,seek medical advice immediately (show label where possible).
S36/37/39: Wear suitable protective clothing,gloves and eye/face protection.
S26: In case of contact with eyes,rinse immediately with plenty of water and seek medical advice.
Poison by ingestion. An experimental teratogen. Experimental reproductive effects. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Human mutation data reported.
Isopropyl methanesulfonate Specification
Isopropyl methanesulfonate (926-06-7),which also can be called for 2-Propyl methanesulphonate ; 2-Propylmethanesulphonate ; IMS ; Isopropyl mesylate ; Isopropyl methane sulphonate ; Isopropyl methanesulfate ; Isopropylmesylate ; Isopropylmethanesulphonate .When Isopropyl methanesulfonate (926-06-7) was heated, it emits toxic fumes of SOx .This chemical is a clear colourless liquid and it should be stored at 0℃-6℃.
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