Identification | Back Directory | [Name]
4-Iodo-3-nitrobenzoic acid | [CAS]
35674-27-2 | [Synonyms]
4-iodo-3-nitrobenzoicaci 4-IODO-3-NITROBENZOIC ACID 3-Nitro-4-iodobenzoic acid Benzoic acid, 4-iodo-3-nitro- 4-Iodo-3-nitrobenzoic acid ,98% | [EINECS(EC#)]
670-347-6 | [Molecular Formula]
C7H4INO4 | [MDL Number]
MFCD00502399 | [MOL File]
35674-27-2.mol | [Molecular Weight]
293.02 |
Chemical Properties | Back Directory | [Melting point ]
208-211°C | [Boiling point ]
390.2±37.0 °C(Predicted) | [density ]
2.156±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [form ]
powder to crystal | [pka]
3.32±0.10(Predicted) | [color ]
Light orange to Yellow to Green | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Light Sensitive | [InChI]
InChI=1S/C7H4INO4/c8-5-2-1-4(7(10)11)3-6(5)9(12)13/h1-3H,(H,10,11) | [InChIKey]
DNMTZLCNLAIKQC-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(I)C([N+]([O-])=O)=C1 |
Hazard Information | Back Directory | [Uses]
4-Iodo-3-nitrobenzoic acid is used as a pharmaceutical intermediate. | [Synthesis]
Example 1 Preparation of 4-iodo-3-nitrobenzoic acid (Compound V): 45 g (0.25 mol) of 4-amino-3-nitrobenzoic acid, 400 mL of deionized water and 100 mL of concentrated hydrochloric acid were added to a reaction flask. Stirring was turned on and the reaction mixture was cooled to 0 to 5 °C before 50 mL of an aqueous solution containing 25.9 g (0.38 mol) of sodium nitrite was slowly added dropwise. Gradual dissolution of the solid was observed. After the dropwise addition was completed, the reaction was maintained at 0 to 5°C and continued for 1 hour. Subsequently, 200 mL of an aqueous solution containing 88 g (0.5 mol) of potassium iodide was slowly added dropwise at the same temperature. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 2 hours, during which time a solid precipitated. The solid product was collected by filtration, washed with deionized water and dried to give 65 g (0.22 mol) of 4-iodo-3-nitrobenzoic acid (compound V) in 89.7% yield. | [References]
[1] Patent: US2013/225810, 2013, A1. Location in patent: Paragraph 0081; 0082 [2] Tetrahedron, 2005, vol. 61, # 42, p. 10113 - 10121 [3] Tetrahedron Letters, 1997, vol. 38, # 46, p. 7963 - 7966 [4] Patent: WO2005/40157, 2005, A2. Location in patent: Page/Page column 67-68 [5] Patent: WO2010/62171, 2010, A2. Location in patent: Page/Page column 140 |
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