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ChemicalBook--->CAS DataBase List--->5044-39-3

5044-39-3

5044-39-3 Structure

5044-39-3 Structure
IdentificationBack Directory
[Name]

1-(4-BROMO-PHENYL)-1H-PYRROLE
[CAS]

5044-39-3
[Synonyms]

1-(4-BROMOPHENYL)PYRROLE
1H-Pyrrole,1-(4-bromophenyl)-
1-(4-BROMO-PHENYL)-1H-PYRROLE
[Molecular Formula]

C10H8BrN
[MDL Number]

MFCD00128296
[MOL File]

5044-39-3.mol
[Molecular Weight]

222.08
Chemical PropertiesBack Directory
[Melting point ]

91-92 °C
[Boiling point ]

283.0±23.0 °C(Predicted)
[density ]

1.38±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

-5.87±0.70(Predicted)
[Appearance]

Light yellow to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P280
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

1-(4-BROMO-PHENYL)-1H-PYRROLE(5044-39-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,5-Dimethoxytetrahydrofuran

696-59-3

4-Bromoaniline

106-40-1

1-(4-BROMO-PHENYL)-1H-PYRROLE

5044-39-3

GENERAL METHODS: 4-Bromoaniline (1 mmol), 2,5-dimethoxytetrahydrofuran (1.1 mmol) and L-(+)-tartaric acid-choline chloride low eutectic solvent (DES, 1.5 g) were added sequentially to a 50 mL round-bottomed flask and the reaction mixture was stirred at 90°C. The reaction was carried out by thin-layer chromatography (TLC). The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction mixture was cooled to room temperature and the target product 1-(4-bromophenyl)-1H-pyrrole was extracted with ethyl acetate. The extract was subjected to rotary evaporation to remove the solvent and the residue was purified by silica gel column chromatography to obtain the pure product. The low eutectic solvent (DES) was dried under vacuum and reused for the next round of reaction.

[References]

[1] Synlett, 2009, # 14, p. 2245 - 2248
[2] Chemistry of Heterocyclic Compounds, 2014, vol. 49, # 12, p. 1732 - 1739
[3] Journal of Organic Chemistry, 2006, vol. 71, # 25, p. 9341 - 9347
[4] Tetrahedron, 2012, vol. 68, # 39, p. 8147 - 8155
[5] Synthetic Communications, 2012, vol. 42, # 16, p. 2471 - 2477
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5044-24-6

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