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2,6-DIBROMO-4-TERT-BUTYL-PHENOL

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2,6-DIBROMO-4-TERT-BUTYL-PHENOL Basic information

Product Name:
2,6-DIBROMO-4-TERT-BUTYL-PHENOL
Synonyms:
  • 2,6-DIBROMO-4-TERT-BUTYL-PHENOL
  • NSC 74538
  • Phenol, 2,6-dibroMo-4-(1,1-diMethylethyl)-
  • 4-tert-Butyl-2,6-dibromophenol
  • 6-Dibromo-4-(tert-butyl)phenol
CAS:
98-22-6
MF:
C10H12Br2O
MW:
308.01
Mol File:
98-22-6.mol
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2,6-DIBROMO-4-TERT-BUTYL-PHENOL Chemical Properties

Melting point:
70-71℃
Boiling point:
256℃
Density 
1.647
Flash point:
108℃
storage temp. 
Sealed in dry,Room Temperature
form 
solid
color 
Off-white
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Safety Information

HS Code 
2908990000
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2,6-DIBROMO-4-TERT-BUTYL-PHENOL Usage And Synthesis

Synthesis

98-54-4

98-22-6

2198-66-5

General procedure for the synthesis of 2,6-dibromo-4-tert-butylphenol and 2-bromo-4-tert-butylphenol from 4-tert-butylphenol: A solution of 4-tert-butylphenol (ca. 10 mmol) and p-toluenesulfonic acid (pTsOH, 10 mol%) in methanol (MeOH, 1.0 mL/mmol of raw material) was stirred for 10 min. Subsequently, a methanol solution (0.1 M) of N-bromosuccinimide (NBS, 100 mol%, recrystallized from H2O) was added dropwise from a foil reaction flask over 20 min. The reaction mixture was continued to be stirred for 5 min and then concentrated in vacuum. The resulting residue was purified by column chromatography with the eluent being dichloromethane (CH2Cl2) or a dichloromethane solution containing 1% methanol. Product characterization: 2-bromo-4-methylphenol (10) [23]: 10.1 mmol; 1.73 g (92% yield).

References

[1] Molecules, 2016, vol. 21, # 1,
[2] Tetrahedron, 2009, vol. 65, # 22, p. 4429 - 4439

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