2,6-Dichloro-4-iodophenol Chemical Properties

Melting point:

91-92 °C

Boiling point:

278.2±40.0 °C(Predicted)

Density 

2.158±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

6.42±0.23(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2908190090

2,6-Dichloro-4-iodophenol Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2,6-dichloro-4-iodophenol from 2,6-dichlorophenol was as follows: 2,6-dichlorophenol (10 g, 61.35 mmol, 1.00 eq.) and N-iodosuccinimide (NIS, 27.6 g, 245.33 mmol, 2.00 eq.) were dissolved in methanol (100 mL) and stirred at room temperature for 1 hour. After completion of the reaction, the mixture was concentrated under reduced pressure. The concentrated residue was redissolved in ethyl acetate (50 mL) and washed with saturated saline (3 x 30 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using petroleum ether (100%) as eluent to afford 2,6-dichloro-4-iodophenol (10.5 g, 59% yield) as a yellow solid.1H-NMR (300 MHz, CDCl3): δ 9.83 (s, 1H), 7.27 (s, 2H) ppm.

References

[1] Patent: WO2006/100026, 2006, A1. Location in patent: Page/Page column 121
[2] Synthetic Communications, 2014, vol. 44, # 14, p. 2094 - 2102
[3] Journal of the Brazilian Chemical Society, 2010, vol. 21, # 4, p. 770 - 774
[4] Synthetic Communications, 2012, vol. 42, # 16, p. 2407 - 2414
[5] Advanced Synthesis and Catalysis, 2013, vol. 355, # 14-15, p. 2936 - 2941

2,6-Dichloro-4-iodophenol(34074-22-1)Related Product Information

• 2,6-DIMETHYLQUINAZOLIN-4(3H)-ONE
• 2,6-dichloro-pyrimidin-4-ol
• 2,6-Pyrazinediamine(9CI)
• 7-Boc-1,7-diaza-spiro[4.4]nonane
• 2,6-dichloropyridin-3-ol
• 2,6-Dichloro-3-methylpyridine
• 2,6-diaminoTryptycene
• 2,6-dimethoxyanthracene
• 2,6-DICHLORO-4-METHYLQUINOLINE
• 2,6-DIFLUORONICOTINALDEHYDE
• 1-(2,6-dichloropyridin-3-yl)ethanone
• 2,6-Dichloro-3-iodopyridine
• 2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid(SALTDATA: FREE)
• 2,6-DICHLOROPYRIDINE-3,4-DIAMINE
• 2,6-Difluoro-3-iodopyridine
• 2,6-dichloro-3-Methoxypyridine
• METHYL 2,6-DIFLUORONICOTINATE
• 3-Pyridinol,2,6-difluoro-(9CI)