4-BROMO-2-CHLORO-6-METHYLPHENOL Chemical Properties

Melting point:

45 °C

Boiling point:

254.0±35.0 °C(Predicted)

Density 

1.674±0.06 g/cm3(Predicted)

Flash point:

110°C

storage temp. 

Inert atmosphere,Room Temperature

pka

8.28±0.23(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C7H6BrClO/c1-4-2-5(8)3-6(9)7(4)10/h2-3,10H,1H3

InChIKey

IDDUDPYBPXKGCP-UHFFFAOYSA-N

SMILES

C1(O)=C(C)C=C(Br)C=C1Cl

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-36/37/39-37/39-26

Hazard Note 

Irritant

HS Code 

2907199090

4-BROMO-2-CHLORO-6-METHYLPHENOL Usage And Synthesis

Synthesis

2-Chloro-6-methylphenol (5 g, 35 mmol) was used as starting material and dissolved in acetic acid (70 mL). Subsequently, N-bromosuccinimide (NBS, 6.2 g, 35 mmol) was added to this solution. The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the acetic acid was removed by distillation under reduced pressure. The residue was diluted with ethyl acetate, washed sequentially with saturated sodium carbonate solution and dried over sodium sulfate. Finally, the solvent was removed by reduced pressure distillation to afford the target product 4-bromo-2-chloro-6-methylphenol (4 g, 52% yield), which can be used in subsequent reactions without further purification.

References

[1] Patent: WO2017/4609, 2017, A1. Location in patent: Paragraph 0219
[2] Heterocycles, 1993, vol. 36, # 7, p. 1483 - 1488
[3] Patent: US2008/146595, 2008, A1. Location in patent: Page/Page column 24
[4] Patent: WO2017/4608, 2017, A1. Location in patent: Paragraph 0142
[5] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 944 - 957

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