2,5-DIBROMOPHENOL

Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2, 5- dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 °C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50percent sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2 x 200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2, 5-dibromophenol in 41percent yield as a yellow solid.3. Synthesis of 2, 5-dibromophenol; Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2, 5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0° C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50percent sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2.x.200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2, 5-dibromophenol in 41percent yield as a yellow solid.3. Synthesis of 2, 5-dibromophenol.Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2, 5- dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2, 5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0° C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50percent sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2.x.200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2, 5-dibromophenol in 41percent yield as a yellow solid.3. Synthesis of 2, 5-dibromophenol. Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2, 5- dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2, 5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0° C. Among polyhalogenated phenols, the following compounds are advantageously produced by the process according the present invention....3, 5-Dichlorophenol2, 4, 5-Trichlorophenol3, 4, 5-Trichlorophenol3, 4-Dibromophenol2, 5-Dibromophenol3, 5-Dibromophenol2, 4, 5-Tribromophenol

Molecular Weight:251.90
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:251.86084
Monoisotopic Mass:249.86289
Topological Polar Surface Area:20.2
Heavy Atom Count:9
Complexity:97.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes