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4,5-Dibromo-1,2-benzenediol

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4,5-Dibromo-1,2-benzenediol Basic information

Product Name:
4,5-Dibromo-1,2-benzenediol
Synonyms:
  • 4,5-dibromopyrocatechol
  • 550248_SIAL
  • Benzen-1,2-diol, 4,5-dibromo-
  • NSC10858
  • ZINC00254871
  • 4 5-DIBROMOBENZENE-1 2-DIOL 90% TECH
  • 4,5-DIBROMOBENZENE-1,2-DIOL, 90% tech grade
  • 4,5-Dibromo-1,2-Benzenediol
CAS:
2563-26-0
MF:
C6H4Br2O2
MW:
267.9
Mol File:
2563-26-0.mol
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4,5-Dibromo-1,2-benzenediol Chemical Properties

Melting point:
111-116°C (lit.)
Boiling point:
328.5±37.0 °C(Predicted)
Density 
2.257±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
7.98±0.23(Predicted)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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4,5-Dibromo-1,2-benzenediol Usage And Synthesis

Uses

4,?5-?Dibromobenzene-?1,?2-?diol is a dye. Dyes and metabolites.

Synthesis

4,5-Dibromo-1,2-benzenediol is obtained by reacting catechol with Bromine in CCl4.
Experimental procedure£oIn a 500mL three neck round bottom flask under nitrogen, equipped with a refluxcondenser, an addition funnel and a gas outlet connected to a bubbler filled with a 10%NaOH aqueous solution, was suspended catechol (136 mmol, 15.0 g, 1 eq.) in CCl4 (150mL). Bromine (272 mmol, 43.5 g, 2 eq.) diluted in CCla(20mL) was added dropwise at 0?? over 4.5 h. The excess of bromine was neutralized with aqueous NaHSO4 (150mL,40% solution). The mixture was filtrated and the solids were dissolved in CCLa,washed with water and dried in vacuum. The obtained 4,5-dibromocatechol (30.2 g)was then recrystallized from CHCl3 (220 mL) to afford a white crystalline solid (22.5 g,62%).

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