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| | 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Basic information |
| | 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Chemical Properties |
| Melting point | 76-78 °C(lit.) | | Boiling point | 409.1±38.0 °C(Predicted) | | density | 1.3038 (rough estimate) | | refractive index | 1.5650 (estimate) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | chloroform: soluble25mg/mL, clear, colorless to faintly yellow | | form | Crystals or Crystalline Powder | | pka | 1.22±0.10(Predicted) | | color | White to slightly yellow | | Sensitive | Moisture Sensitive | | BRN | 612451 | | InChI | InChI=1S/C10H10N2O2S/c1-9-2-4-10(5-3-9)15(13,14)12-7-6-11-8-12/h2-8H,1H3 | | InChIKey | YJYMYJRAQYREBT-UHFFFAOYSA-N | | SMILES | C1N(S(C2=CC=C(C)C=C2)(=O)=O)C=CN=1 | | CAS DataBase Reference | 2232-08-8(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-24/25 | | WGK Germany | 3 | | F | 10-21 | | HS Code | 29332900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Chronic 3
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Usage And Synthesis |
| Chemical Properties | white to slightly yellow crystals | | Uses | Alcohols to azides in one step.1 | | Uses | 1-(p-Toluenesulfonyl)imidazole was used in the synthesis of cationic water soluble cyclodextrin, mono-6A-(1-butyl-3-imidazolium)-6A-deoxy-β-cyclodextrin chloride (BIMCD), useful in chiral separation of amino acids and anionic pharmaceuticals by capillary electrophoresis. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 45, p. 547, 1980 DOI: 10.1021/jo01291a044 | | General Description | 1-(p-Toluenesulfonyl)imidazole converts alcohols to azides in one step. | | Synthesis | (a) In a three-necked round-bottomed flask equipped with a charging funnel, oil collector, magnetic stirring bar and protected by argon, imidazole (5.502 g, 0.081 mol) was dissolved in 25 mL of anhydrous dichloromethane. After cooling the solution to 0°C, p-toluenesulfonyl chloride (6.78 g, 0.036 mol) dissolved in 25 mL of anhydrous dichloromethane was added slowly and dropwise. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was subsequently filtered through silica gel and the residual solid was washed with 50 mL hexane/ethyl acetate (1:1, v/v). The filtrate was concentrated in a rotary evaporator, redissolved in 6 mL of ethyl acetate and precipitation was induced by the addition of 60 mL of hexane. The resulting white solid was filtered and dried to give 7.12 g of 1-tosylimidazole (0.032 mol, 89% yield). | | References | [1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 7, p. 2209 - 2218
[2] Organic Syntheses, 2000, vol. 77, p. 225 - 225
[3] Tetrahedron, 2016, vol. 72, # 3, p. 379 - 391
[4] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 1855 - 1858
[5] Phosphorus, Sulfur and Silicon and the Related Elements, 2011, vol. 186, # 9, p. 1867 - 1875 |
| | 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole Preparation Products And Raw materials |
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