- 2-Iodo-4-nitroaniline
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- $1.10 / 25KG
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2025-08-18
- CAS:6293-83-0
- Min. Order: 1KG
- Purity: 99% min
- Supply Ability: 100kg
- 2-Iodo-4-nitroaniline
-
- $1.10 / 1g
-
2022-08-03
- CAS:6293-83-0
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons Min
- 2-Iodo-4-nitroaniline
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- $7.00 / 1KG
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2019-09-03
- CAS:6293-83-0
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: JD 792
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| | 2-Iodo-4-nitroaniline Basic information |
| | 2-Iodo-4-nitroaniline Chemical Properties |
| Melting point | 105-109 °C (lit.) | | Boiling point | 377.6±27.0 °C(Predicted) | | density | 2.278 g/cm3 | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | Methanol | | pka | -1.18±0.10(Predicted) | | form | Solid | | color | Yellow | | λmax | 360nm(MeOH)(lit.) | | Stability: | Light Sensitive | | InChI | InChI=1S/C6H5IN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H2 | | InChIKey | LOLSEMNGXKAZBZ-UHFFFAOYSA-N | | SMILES | C1(N)=CC=C([N+]([O-])=O)C=C1I |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | Not available | | WGK Germany | 3 | | HS Code | 29214200 |
| | 2-Iodo-4-nitroaniline Usage And Synthesis |
| Chemical Properties | Yellow-red cryst | | Uses | 2-iodo-4-nitroaniline may be used to synthesize the following:
- 2-iodo-4-nitrobenzonitrile via reaction with sodium nitrite to form a diazonium salt, which then reacts with a mixture of CuCN/KCN
- 2-iodo-p-phenylenediamine by reacting with tin(II)dihydrate in conc.HCl
| | Synthesis Reference(s) | Synthetic Communications, 22, p. 3215, 1992 DOI: 10.1080/00397919208021135 | | General Description | 2-Iodo-4-nitroaniline can be synthesized via reaction of 4-nitroaniline with iodine and silver acetate. | | Synthesis | General procedure for the synthesis of 2-iodo-4-nitroaniline from 4-nitroaniline: 4-nitroaniline (298.2 mg, 2.16 mmol, 1.0 eq.) was dissolved in acetonitrile (3.0 mL) at room temperature, and N-iodosuccinimide (NIS, 579.1 mg, 2.36 mmol, 1.1 eq.) and trimeshylchlorosilane ( TMSCl, 27 μL, 23.1 mg, 0.21 mmol, 0.1 equiv) and the reaction was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) and the reaction was completed after about 20 min. Water was added to the reaction mixture and the aqueous phase was extracted three times with ethyl acetate (EtOAc). The organic phases were combined, washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) and saturated aqueous sodium chloride (NaCl), dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (SiO2) with 50% ethyl acetate-hexane mixed solvent as eluent to give 545.6 mg (96% yield) of 2-iodo-4-nitroaniline as yellow crystals. | | References | [1] Journal of Organic Chemistry, 2016, vol. 81, # 3, p. 772 - 780
[2] Synthesis, 2004, # 11, p. 1869 - 1873
[3] Russian Journal of Organic Chemistry, 2016, vol. 52, # 3, p. 433 - 436
[4] Zh. Org. Khim., 2016, vol. 52, # 3, p. 433 - 436,4
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 6, p. 1380 - 1400 |
| | 2-Iodo-4-nitroaniline Preparation Products And Raw materials |
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