| Identification | More | [Name]
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole | [CAS]
2232-08-8 | [Synonyms]
1-(P-TOLUENESULFONYL)-1H-IMIDAZOLE
1-(P-TOLUENESULFONYL)IMIDAZOLE
1-(TOLUENE-4-SULFONYL)IMIDAZOLE
1-TOSYLIMIDAZOLE
Tosylimidazole
1-(p-toluenesulphonyl)imidazole
1-(PARA-TOLUENESULPHONYL)IMIDAZOLE
1-(P-toluenesulfonyl)-imidazole, HPLC 99%
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
1H-IMIDAZOLE, 1-[(4-METHYLPHENYL)SULFONYL]-
1-(Toluene-4-sulfonyl)-1H-imidazole
1-(4-Methylphenyl)sulphonyl-1H-imidazole
1-Tosyl-1H-imidazole
1-(p-Toluenesulfonyl)imidazole ,99%
4-Methylphenyl(1H-imidazole-1-yl) sulfone | [EINECS(EC#)]
218-771-9 | [Molecular Formula]
C10H10N2O2S | [MDL Number]
MFCD00005285 | [Molecular Weight]
222.26 | [MOL File]
2232-08-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white to slightly yellow crystals | [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 | [Detection Methods]
HPLC | [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) | [Storage Precautions]
Moisture sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
white to slightly yellow crystals | [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. | [Uses]
Alcohols to azides in one step.1 | [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 |
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