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4-Bromo-2,6-dichlorobenzoic acid

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4-Bromo-2,6-dichlorobenzoic acid Basic information

Product Name:
4-Bromo-2,6-dichlorobenzoic acid
Synonyms:
  • 4-BROMO-2,6-DICHLOROBENZOIC ACID
  • Benzoic acid, 4-broMo-2,6-dichloro-
  • 4-Bromo-2,6-dichlorobenzoic Acid >
  • 2,6-dichloro-4-bromobenzoic acid
CAS:
232275-51-3
MF:
C7H3BrCl2O2
MW:
269.91
Mol File:
232275-51-3.mol
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4-Bromo-2,6-dichlorobenzoic acid Chemical Properties

Melting point:
165.0 to 169.0 °C
Boiling point:
336.7±42.0 °C(Predicted)
Density 
1.900
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
1.40±0.25(Predicted)
color 
White to Orange to Green
CAS DataBase Reference
232275-51-3
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Safety Information

HS Code 
2916.39.7900
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4-Bromo-2,6-dichlorobenzoic acid Usage And Synthesis

Synthesis

1415124-69-4

232275-51-3

Step d: Synthesis of 4-bromo-2,6-dichlorobenzoic acid Aqueous sodium nitrite solution (3.64 g, 52 mmol, dissolved in 4 mL of water) was added dropwise to concentrated hydrochloric acid (15 mL) and cooled to -10°C to -5°C. 3-Amino-4-bromo-2,6-dichlorobenzoic acid (5 g, 17 mmol, product of step c) was added in batches to the above solution while controlling the reaction temperature to maintain it at about -5°C. The reaction mixture was stirred at this temperature for 2 hours. Subsequently, hypophosphorous acid (9 mL, 170 mmol) was added slowly and dropwise over 1 h at the same temperature. The reaction mixture was stirred at the same temperature for 3 hours and then transferred to a refrigerator and allowed to stand overnight. Precipitation generation was observed at this stage. The reaction mixture was slowly warmed up to room temperature and stirring was continued for 2 hours at room temperature. The reaction mixture was filtered and the resulting solid was washed with cold water and dried to afford 4-bromo-2,6-dichlorobenzoic acid as a pale yellow solid (2 g, 42% yield).1H NMR (400 MHz, MeOH-d4): δ 7.69 (s, 2H).

References

[1] Patent: WO2012/160464, 2012, A1. Location in patent: Page/Page column 62-63; 80
[2] Patent: US2014/155398, 2014, A1. Location in patent: Paragraph 0384; 0480

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