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CAS RN: 1352947-63-7 | Product Number: M2321
1-Methyl-3-[6-(methylthio)hexyl]imidazolium p-Toluenesulfonate
Purity: >95.0%(N)
Synonyms:
- 1-Methyl-3-[6-(methylthio)hexyl]imidazolium Tosylate
Product Documents:
Size | Unit Price | Same Day | 2-3 Business Days | Other Lead Time | Shipping Information |
---|---|---|---|---|---|
1G |
NT$4,280
|
8 | 2 | Contact Us | |
5G |
NT$14,320
|
12 | 2 | Contact Us |
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Product Number | M2321 |
Purity / Analysis Method | >95.0%(N) |
Molecular Formula / Molecular Weight | C__1__8H__2__8N__2O__3S__2 = 384.55 |
Physical State (20 deg.C) | Solid |
Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Hygroscopic |
CAS RN | 1352947-63-7 |
Reaxys Registry Number | 22038359 |
PubChem Substance ID | 160871261 |
Specifications
Appearance | White to Almost white powder to crystal |
Purity(HPLC) | min. 93.0 area% |
Purity(with Total Nitrogen) | min. 95.0 % |
NMR | confirm to structure |
Properties (reference)
Solubility in water | Slightly soluble |
GHS
Pictogram | |
Signal Word | Warning |
Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
Related Laws:
Transport Information:
H.S.code* | 2933.29-000 |
Application
Efficient and Odorless Corey–Kim Oxidation with Recoverable Ion-Supported Methyl Sulfide
Typical procedure: A solution of 1-methyl-3-[6-(methylthio)hexyl]imidazolium p-toluenesulfonate (0.769 g, 2.0 mmol) and the starting alcohol (1.0 mmol) in CH2Cl2 (6 mL) is added to a CH2Cl2 (5 mL) solution of N-chlorosuccinimide (0.267 g, 2.0 mmol) at -20 or -40 °C, and the mixture is stirred for 0.5 h. Triethylamine (0.506 g, 5.0 mmol) is added to the mixture at -20 or -40 °C. The mixture is stirred at-20 or -40 °C for 14 h, quenched with H2O (20 mL), and extracted with diethyl ether (60 mL). The organic layer is washed with H2O (20 mL) and a saturated aqueous NaHCO3 (30 mL×2). The organic layer is dried over Na2SO4 and concentrated in vacuo to give the desired aldehyde or ketone.
Recovery of 1-methyl-3-[6-(methylthio)hexyl]imidazolium p-toluenesulfonate: After the above extraction, the aqueous layer is concentrated in vacuo. Then, KI (0.332 g, 2.0 mmol), AcOH (2 mL) and TsOH· H2O (0.379 g, 2.2 mmol) are added to the residue at room temperature. The mixture is stirred for 1 h, quenched with a saturated aqueous Na2SO3 (5 mL) and a saturated aqueous NaHCO3 (5 mL), and extracted with CHCl3 (40 mL×3). The organic layer is dried over Na2SO4 and concentrated in vacuo to give 1-methyl-3-[6-(methylthio)hexyl]imidazolium p-toluenesulfonate (0.646 g, 84%).
Recovery of 1-methyl-3-[6-(methylthio)hexyl]imidazolium p-toluenesulfonate: After the above extraction, the aqueous layer is concentrated in vacuo. Then, KI (0.332 g, 2.0 mmol), AcOH (2 mL) and TsOH· H2O (0.379 g, 2.2 mmol) are added to the residue at room temperature. The mixture is stirred for 1 h, quenched with a saturated aqueous Na2SO3 (5 mL) and a saturated aqueous NaHCO3 (5 mL), and extracted with CHCl3 (40 mL×3). The organic layer is dried over Na2SO4 and concentrated in vacuo to give 1-methyl-3-[6-(methylthio)hexyl]imidazolium p-toluenesulfonate (0.646 g, 84%).
References
- D. Tsuchiya, M. Tabata, K. Moriyama, H. Togo, Tetrahedron 2012, 68, 6849.
- H. Togo, TCIMAIL 2013, number 157, 2. [PDF : 2.2MB]
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