Identification | More | [Name]
1-Tosylpyrrole | [CAS]
17639-64-4 | [Synonyms]
1-(P-TOLUENESULFONYL)PYRROLE 1-(P-TOLYLSULFONYL)PYRROLE 1-TOSYLPYRROLE N-TOSYLPYRROLE 1-[(4-Methylphenyl)sulphonyl]-1H-pyrrole 1-Tosyl-1H-pyrrole N-P-Tolylsulfonylpyrrole N-p-tolylsulfonylpyrrole, (1-tosylpyrrole) 1-[(4-Methylphenyl)sulphonyl]-1H-pyrrole 96% 1-(p-Tolylsulfonyl)pyrrole, 1-tosyl-1H-pyrrole 1-(P-TOLYLSULFONYL)PYRROLE 98% 1-(4-Methylphenylsulfonyl)pyrrole 1-[(4-Methylphenyl)sulfonyl]-1H-pyrrole N-TOSYLPYRROLE, 99+% | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C11H11NO2S | [MDL Number]
MFCD00145014 | [Molecular Weight]
221.28 | [MOL File]
17639-64-4.mol |
Chemical Properties | Back Directory | [Appearance]
BEIGE TO LIGHT BROWN CRYSTALLINE POWDER | [Melting point ]
99-102 °C (lit.) | [Boiling point ]
377.3±35.0 °C(Predicted) | [density ]
1.21 | [refractive index ]
1.4790 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-8.34±0.70(Predicted) | [color ]
White | [CAS DataBase Reference]
17639-64-4(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
2933998090 |
Hazard Information | Back Directory | [Chemical Properties]
BEIGE TO LIGHT BROWN CRYSTALLINE POWDER | [Uses]
N-Tosylpyrrole (cas# 17639-64-4) is a compound useful in organic synthesis. | [General Description]
1-(p-Tolylsulfonyl)pyrrole is a pyrrole derivative. Its Fourier-Transform-Infrared, Fourier-Transform-Raman and NMR spectra have been studied. | [Synthesis]
Example 6: A tetrahydrofuran (20 mL) solution of pyrrole (5.00 g) was added slowly and dropwise to a tetrahydrofuran (20 mL) suspension of 60% sodium hydride (3.13 g) under nitrogen protection. The reaction mixture was stirred for 30 minutes at room temperature, then a tetrahydrofuran (20 mL) solution of p-toluenesulfonyl chloride (14.2 g) was added and stirring was continued for 3 hours at room temperature. After completion of the reaction, water was added to the reaction mixture and the organic layer was separated. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was recrystallized with a mixed solvent of methanol and water (35 mL each), and the resulting crystals were collected by filtration and dried in vacuum to afford 1-tosyl-1H-pyrrole (16.3 g, 99% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 300 MHz): δ 7.73 (dt, 2H, J = 8.4 and 2.0 Hz), 7.27 (dt, 2H, J = 8.4 and 2.0 Hz), 7.15 (dd, 2H, J = 2.2 and 2.4 Hz), 6.28 (dd, 2H, J = 2.2 and 2.4 Hz), 2.40 (s , 3H). | [References]
[1] Patent: US2003/181496, 2003, A1 [2] Patent: EP1479384, 2004, A1 [3] Journal of the American Chemical Society, 2013, vol. 135, # 10, p. 3788 - 3791 [4] Synthesis, 2004, # 12, p. 1951 - 1954 [5] Synlett, 2008, # 12, p. 1852 - 1856 |
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