4-IODOISOXAZOLE Chemical Properties

Boiling point:

214.8±13.0 °C(Predicted)

Density 

2.227±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

pka

-3.78±0.50(Predicted)

form 

solid

color 

Yellow

InChI

InChI=1S/C3H2INO/c4-3-1-5-6-2-3/h1-2H

InChIKey

BKACOOKVHZFHEW-UHFFFAOYSA-N

SMILES

O1C=C(I)C=N1

Safety Information

HS Code 

2934999090

4-IODOISOXAZOLE Usage And Synthesis

Synthesis

Synthesis of Intermediate 46: 3-(Isoxazol-4-yl)benzaldehyde: Step 1: Synthesis of 4-iodoisoxazole: To a solution of N-iodosuccinimide (NIS, 23.0 g, 100 mmol) in trifluoroacetic acid (TFA, 200 mL) was added isoxazole (6.9 g, 100 mmol) all at once at room temperature. The reaction mixture was stirred for 18 hours. After completion of the reaction, the mixture was partitioned between petroleum ether (PE, 200 mL) and water (1000 mL). The organic phase was separated, washed with saturated sodium bisulfate solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated to give the yellow solid product 4-iodoisoxazole (1.2 g, 7% yield).

References

[1] Angewandte Chemie - International Edition, 2016, vol. 55, # 43, p. 13580 - 13584
[2] Angew. Chem., 2016, vol. 128, p. 13778 - 13782,5
[3] Patent: US2006/46991, 2006, A1. Location in patent: Page/Page column 50
[4] Patent: WO2006/21886, 2006, A1. Location in patent: Page/Page column 83
[5] Patent: WO2011/38204, 2011, A1. Location in patent: Page/Page column 150

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