| | Identification | Back Directory |  | [Name] 
 2,6-Dichloro-4-iodophenol
 |  | [CAS] 
 34074-22-1
 |  | [Synonyms] 
 2,6-Dichloro-4-iodophenol
 Phenol, 2,6-dichloro-4-iodo-
 2,6-Dichloro-4-iodophenol 98%
 |  | [Molecular Formula] 
 C6H3Cl2IO
 |  | [MDL Number] 
 MFCD00466446
 |  | [MOL File] 
 34074-22-1.mol
 |  | [Molecular Weight] 
 288.9
 | 
 | Chemical Properties | Back Directory |  | [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
 | 
 | Hazard Information | Back Directory |  | [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
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