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Cas Database |
| Name |
1-Iodo-2-nitrobenzene |
EINECS | 210-200-1 |
| CAS No. | 609-73-4 | Density | 2.018 g/cm3 |
| PSA | 45.82000 | LogP | 2.72260 |
| Solubility | insoluble in water | Melting Point |
49-51 °C(lit.) |
| Formula | C6H4INO2 | Boiling Point | 288.5 °C at 760 mmHg |
| Molecular Weight | 249.008 | Flash Point | 122.9 °C |
| Transport Information | N/A | Appearance | solid |
| Safety | 26-36-36/37/39 | Risk Codes | 20/21/22-36/37/38-36-33 |
| Molecular Structure |
|
Hazard Symbols |
 Xn, Xi
|
| Synonyms |
1-Iodo-2-nitrobenzene;1-Nitro-2-iodobenzene;2-Iodonitrobenzene;2-Nitro-1-iodobenzene;2-Nitroiodobenzene;2-Nitrophenyl iodide;NSC 9793;o-Iodonitrobenzene;o-Nitroiodobenzene;o-Nitrophenyl iodide; |
Article Data | 84 |
1-Iodo-2-nitrobenzene Synthetic route
| Conditions | Yield |
|---|---|
| With potassium iodide In water at 25℃; for 0.0833333h; Solvent; Sandmeyer Reaction; | 99% |
| With pyridine; iodine In acetonitrile at -30 - 25℃; for 2h; | 89% |
| With iodine; potassium iodide In dimethyl sulfoxide at 15℃; |
- 1059625-66-9
2-nitrobenzenediazonium 4-methylbenzenesulfonate
- 609-73-4
o-nitroiodobenzene
| Conditions | Yield |
|---|---|
| With potassium iodide In water at 20℃; for 0.166667h; | 97% |
| With potassium iodide In water for 0.333333h; paste form; |
| Conditions | Yield |
|---|---|
| With aluminum oxide; copper(l) iodide; potassium iodide In various solvent(s) at 150℃; Product distribution; other substances; | 95% |
| With KI-CuI-alumina In various solvent(s) at 150℃; for 2h; | 86% |
- 609-73-4
o-nitroiodobenzene
| Conditions | Yield |
|---|---|
| With tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 0.75h; Substitution; | 94% |
| Conditions | Yield |
|---|---|
| With 1-iodo-3,5,5-trimethylhydantoin In tetrachloromethane for 24h; Concentration; Time; Solvent; Reagent/catalyst; Reflux; Irradiation; | 93% |
| With N-iodo-succinimide; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; iodine; caesium carbonate In 1,2-dichloro-ethane at 50℃; for 36h; Inert atmosphere; Irradiation; Sealed tube; | 65% |
| With copper(l) iodide; oxygen In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube; | 61% |
| With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium iodide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique; | 39% |
| Stage #1: ortho-nitrobenzoic acid With (tri-tert-butylphosphane)gold(I) chloride; silver(l) oxide In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere; Stage #2: With N-iodo-succinimide In N,N-dimethyl-formamide at 50℃; for 1h; Inert atmosphere; | 82 %Spectr. |
| Conditions | Yield |
|---|---|
| With Nitrogen dioxide; sodium iodide In acetonitrile at -20℃; for 10h; | 92% |
| Stage #1: 2-nitro-aniline With toluene-4-sulfonic acid In water at 20℃; Stage #2: With potassium iodide In water at 20℃; for 1.5h; | 91% |
| Stage #1: 2-nitro-aniline With nicotinic acid sulfate; sodium nitrite In water at 20℃; for 0.333333h; Grinding; Stage #2: With sodium iodide In water at 20℃; | 88% |
| Conditions | Yield |
|---|---|
| With sodium nitrite In acetonitrile at 80℃; for 9h; Sealed tube; | 90% |
| With 1,10-Phenanthroline; oxygen; potassium iodide; copper(ll) bromide In N,N-dimethyl-formamide at 80℃; for 20h; | 86% |
| With N-iodo-succinimide; potassium acetate In acetonitrile at 50℃; for 4h; | 52% |
| Conditions | Yield |
|---|---|
| Stage #1: bis(trifluoromethanesulfonyl)amide With tert.-butylnitrite; acetic acid In ethanol Cooling with ice; Stage #2: 2-nitro-aniline With tetraethylammonium iodide In water at 20℃; | 82% |
- 69180-53-6
o-nitro-iodosylbenzene
- 609-73-4
o-nitroiodobenzene
| Conditions | Yield |
|---|---|
| In 1,2-dichloro-ethane at 60℃; for 8h; | 80% |
| Conditions | Yield |
|---|---|
| Stage #1: 1,2-Dinitrobenzene With perchloric acid; sulfuric acid; sodium nitrite In water; ethyl acetate Electrochemical reaction; Stage #2: With copper; potassium iodide In water Electrochemical reaction; | 74% |
1-Iodo-2-nitrobenzene Specification
The 1-Iodo-2-nitrobenzene is an organic compound with the formula C6H4INO2. The IUPAC name of this chemical is 1-iodo-2-nitrobenzene. With the CAS registry number 609-73-4, it is also named as benzene, 1-iodo-2-nitro-. The product's categories are Aromatic Halides (substituted); Iodine Compounds; Nitro Compounds; Nitro Compounds; Nitrogen Compounds; Organic Building Blocks. Besides, it should be stored in a closed cool and dry place. It is mainly used for weeding.
Physical properties about 1-Iodo-2-nitrobenzene are: (1)ACD/LogP: 2.76; (2)ACD/LogD (pH 5.5): 2.76; (3)ACD/LogD (pH 7.4): 2.76; (4)ACD/BCF (pH 5.5): 74.11; (5)ACD/BCF (pH 7.4): 74.11; (6)ACD/KOC (pH 5.5): 758.73; (7)ACD/KOC (pH 7.4): 758.73; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 45.82 Å2; (11)Index of Refraction: 1.663; (12)Molar Refractivity: 45.7 cm3; (13)Molar Volume: 123.3 cm3; (14)Polarizability: 18.11×10-24cm3; (15)Surface Tension: 56.6 dyne/cm; (16)Density: 2.018 g/cm3; (17)Flash Point: 122.9 °C; (18)Enthalpy of Vaporization: 50.66 kJ/mol; (19)Boiling Point: 288.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00404 mmHg at 25°C.
Preparation: this chemical can be prepared by iodobenzene. This reaction will need reagent montmorillonite K10 supported ammonium nitrate and 60 percent perchloric acid. The reaction time is 90 min with reaction temperature of 65 °C.
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Uses of 1-Iodo-2-nitrobenzene: it can be used to produce 2,2'-dinitro-biphenyl at temperature of 230 - 235 °C.
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When you are using this chemical, please be cautious about it as the following:
It is danger of cumulative effects and harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1ccccc1I
(2)InChI: InChI=1/C6H4INO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H
(3)InChIKey: JXMZUNPWVXQADG-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C6H4INO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H
(5)Std. InChIKey: JXMZUNPWVXQADG-UHFFFAOYSA-N
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