| Identification | Back Directory | [Name]
2,6-Difluoro-3-iodobenzoic acid | [CAS]
229178-74-9 | [Synonyms]
3-Iodo-n-butylbenzene
2,6-Difluoro-3-iodobenzoic acid
Benzoic acid, 2,6-difluoro-3-iodo- | [Molecular Formula]
C7H3F2IO2 | [MDL Number]
MFCD11040446 | [MOL File]
229178-74-9.mol | [Molecular Weight]
284 |
| Chemical Properties | Back Directory | [Boiling point ]
311.1±42.0 °C(Predicted) | [density ]
2.144±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
1.99±0.10(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
N-Iodosuccinimide (NIS, 2.25 g, 10.0 mmol) was added batchwise to a solution of 2,6-difluorobenzoic acid (1.58 g, 10.0 mmol) in concentrated sulfuric acid (25 mL) at 0 °C. The reaction mixture was stirred continuously at 0°C for 3.5 hours. Subsequently, the mixture was slowly poured into crushed ice (10 g) and 3% sodium sulfite solution (10 mL) was added to quench the reaction. The resulting slurry was continued to be stirred at 0 °C for 1 h, after which the product was separated by filtration. The product was washed with water and dried to afford the target compound 2,6-difluoro-3-iodobenzoic acid (Compound 3) as a white solid (2.05 g, 72% yield). The structure of the product was confirmed by 1H NMR (CDCl3) δ 6.78-6.82 (t, 1H, J=8.4 Hz, ArH), 7.78-7.83 (m, 1H, ArH) and GC-MS (m/z: 240 [M-44]+). | [References]
[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 15, p. 4869 - 4882
[2] Journal of Agricultural and Food Chemistry, 1999, vol. 47, # 8, p. 3416 - 3424
[3] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 16, p. 5039 - 5045 |
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