ChemicalBook--->CAS DataBase List--->34074-22-1

34074-22-1

34074-22-1 Structure

34074-22-1 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[HS Code ]

2908190090
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Dichloro-4-iodophenol(34074-22-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,6-Dichlorophenol

87-65-0

2,6-Dichloro-4-iodophenol

34074-22-1

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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