3-CHLORO-2-IODOPHENOL Chemical Properties

Melting point:

56 °C

Boiling point:

225.6±20.0 °C(Predicted)

Density 

2.087±0.06 g/cm3(Predicted)

storage temp. 

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

pka

7.55±0.10(Predicted)

Appearance

Off-white to yellow Solid

3-CHLORO-2-IODOPHENOL Usage And Synthesis

Synthesis

Step 3: Sodium hydroxide (32.0 g, 800 mmol) was slowly added to a 400 mL ethanol solution containing 3-chloro-2-iodophenyl N,N-diethylcarbamate (57.0 g, 161 mmol) at 25 °C. The reaction mixture was heated to reflux and maintained for 2 hours. Upon completion of the reaction, the ethanol solvent was removed by distillation under reduced pressure. The residue was dissolved in 400 mL of water and subsequently extracted with petroleum ether. The aqueous phase was neutralized with 2N hydrochloric acid solution and extracted with ethyl acetate. All organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Finally, the organic solvent was removed by distillation under reduced pressure to afford the target product 3-chloro-2-iodophenol (41.0 g, quantitative yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 5.58 (brs, 1H), 6.90 (dd, J = 1.2,8.4 Hz, 1H), 7.06 (dd, J = 1.2,8.0 Hz, 1H), 7.21 (t, J = 8.0 Hz, 1H).

References

[1] Patent: US2017/145005, 2017, A1. Location in patent: Paragraph 0368; 0375; 0376; 0377
[2] Journal of Organic Chemistry, 2005, vol. 70, # 16, p. 6548 - 6551
[3] Journal of Organic Chemistry, 2007, vol. 72, # 14, p. 5113 - 5118
[4] Organic and Biomolecular Chemistry, 2010, vol. 8, # 17, p. 3860 - 3864
[5] Journal of Organic Chemistry, 2011, vol. 76, # 9, p. 3416 - 3437

3-CHLORO-2-IODOPHENOL(858854-82-7)Related Product Information

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• 6-IODO-2,4,5-TRICHLOROPHENOL
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• AKOS B028912
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