| Identification | Back Directory | [Name]
2-Iodo-4-nitrobenzoic acid | [CAS]
89459-38-1 | [Synonyms]
2-Iodo-4-nitrobenzoic acid
Benzoic acid, 2-iodo-4-nitro- | [EINECS(EC#)]
604-604-1 | [Molecular Formula]
C7H4INO4 | [MDL Number]
MFCD00956495 | [MOL File]
89459-38-1.mol | [Molecular Weight]
293.02 |
| Chemical Properties | Back Directory | [Melting point ]
142 °C | [Boiling point ]
402.8±35.0 °C(Predicted) | [density ]
2.156±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [form ]
solid | [pka]
1.99±0.13(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C7H4INO4/c8-6-3-4(9(12)13)1-2-5(6)7(10)11/h1-3H,(H,10,11) | [InChIKey]
SQICTGFCQITYDT-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C([N+]([O-])=O)C=C1I |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-iodo-4-nitrobenzoic acid from the compound (CAS:112391-34-1): solid potassium iodide (55 g, 0.33 mol) was added in one go to a suspension of 2-iodo-4-nitrobenzoic acid I-1a (54.9 g, 0.18 mol) in water (250 mL) and glacial acetic acid (50 mL). Over the next 5-10 min, the solid gradually dissolved and the color of the solution changed from off-white to red. After stirring at 23 °C for 1 h, gaseous sulfur dioxide was passed into the reaction mixture until the red color disappeared and a light green suspension was formed. The solid product was collected by filtration and subsequently co-evaporated with toluene (3 x 250 mL) and finally dried under vacuum to give 2-iodo-4-nitrobenzoic acid I-1b (33 g, 64% yield). | [References]
[1] Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 4, p. 1012 - 1018
[2] Patent: US2004/122038, 2004, A1. Location in patent: Page 14 |
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