- Iodobenzene
- Iodobenzene diacetate
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Cas Database |
| Name |
Iodobenzene |
EINECS | 209-719-6 |
| CAS No. | 591-50-4 | Density | 1.83 g/cm3 |
| PSA | 0.00000 | LogP | 2.29120 |
| Solubility | insoluble in water | Melting Point |
-29 °C(lit.) |
| Formula | C6H5I | Boiling Point | 188.329 °C at 760 mmHg |
| Molecular Weight | 204.01 | Flash Point | 74.444 °C |
| Transport Information | N/A | Appearance | Clear yellow liquid |
| Safety | 26-36 | Risk Codes | 22-36 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
Phenyl iodide;Benzene, iodo-;Iodinebenzol;Benzene,iodo-;Benzene iodide; |
Article Data | 652 |
Iodobenzene Synthetic route
| Conditions | Yield |
|---|---|
| With cobalt(III) acetate; trifluoroacetic acid; potassium iodide In water at 25℃; for 0.00333333h; Mn(OAc)3 or (NH4)2Ce(SO4)3 instead Co(OAc)3; object of study: oxidative iodination promoted by Co(III), Ni(III) or Ce(IV); | 100% |
| With cobalt(III) acetate; trifluoroacetic acid In water at 25℃; for 0.00333333h; | 100% |
| With iodine; silver trifluoromethanesulfonate In dichloromethane at 20℃; | 100% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; potassium iodide at 200℃; for 5h; Finkelstein reaction; Inert atmosphere; | 100% |
| With aluminum oxide; copper(l) iodide In neat (no solvent) at 150℃; for 27h; Product distribution; different substrates, reagents, solvents and reaction times and temperature; | 94% |
| With aluminum oxide; copper(l) iodide In neat (no solvent) at 150℃; for 27h; | 94% |
| Conditions | Yield |
|---|---|
| In water Product distribution; Mechanism; Irradiation; laser flash photolyses, λ: 355 nm; | 100% |
| Conditions | Yield |
|---|---|
| In dichloromethane 1) 0 deg C, 2 h, 2) 20 deg C, 1 h; | A n/a B 100% C 87% |
- 691-38-3
(Z)-4-methyl-2-pentene
- 536-80-1
iodosylbenzene
A
- 591-50-4
iodobenzene
B
- 1192-31-0, 2390-95-6, 3204-02-2, 149117-09-9, 149117-14-6
(2S,3S)-2-Isopropyl-3-methyl-oxirane
| Conditions | Yield |
|---|---|
| iron 5(pentafluorophenyl)-10,15,20-tris(2,6-dichloropheny.. In dichloromethane Oxidation; iron 5-(pentafluorophenyl)-10,15,20-tris(2,6-dichlorophenyl)porphyrin was used as catalyst; | A n/a B 100% |
| 5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin iron(II) In dichloromethane Oxidation; | A n/a B 100% |
| iron 5,10,15,20-tetrakis-(2',6'-dichlorophenyl)porphyrinate In dichloromethane Oxidation; | A n/a B 54% |
| iron 5(pentafluorophenyl)-10,15,20-tris(2,6-dichloropheny.. In dichloromethane Oxidation; iron 5-(pentafluorophenyl)-10,15,20-tris(2,6-dichlorophenyl)porphyrin fixed on silica was used as catalyst; | A n/a B 33% |
- 674-76-0
(E)-4-methylpent-2-ene
- 536-80-1
iodosylbenzene
A
- 149117-14-6
2.3-Epoxy-4-methylpentan
B
- 591-50-4
iodobenzene
| Conditions | Yield |
|---|---|
| 5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin iron(II) In dichloromethane Oxidation; | A 100% B n/a |
| iron 5,10,15,20-tetrakis-(2',6'-dichlorophenyl)porphyrinate In dichloromethane Oxidation; | A 96% B n/a |
| iron 5(pentafluorophenyl)-10,15,20-tris(2,6-dichloropheny.. In dichloromethane Oxidation; iron 5-(pentafluorophenyl)-10,15,20-tris(2,6-dichlorophenyl)porphyrin fixed on silica was used as catalyst; | A 60% B n/a |
| iron 5(pentafluorophenyl)-10,15,20-tris(2,6-dichloropheny.. In dichloromethane Oxidation; iron 5-(pentafluorophenyl)-10,15,20-tris(2,6-dichlorophenyl)porphyrin was used as catalyst; | A 60% B n/a |
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In dichloromethane at 20℃; for 10h; Elimination; | A 94% B 100% |
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2,2-dimethyl-5-(phenyl-λ3-iodaneylidene)-1,3-dioxane-4,6-dione
A
- 2033-24-1
cycl-isopropylidene malonate
B
- 591-50-4
iodobenzene
C
- 67-64-1
acetone
| Conditions | Yield |
|---|---|
| With dirhodium tetraacetate In dichloromethane at 20℃; Product distribution; | A 33% B 100% C 5% |
- 35895-70-6
tetrabutylammonium trifluoromethylsulfonate
A
- 591-50-4
iodobenzene
B
- 13609-59-1
(R)-4-methylcycloheptanone
| Conditions | Yield |
|---|---|
| Stage #1: tetrabutylammonium trifluoromethylsulfonate; (R)-4-methylcyclohexylidenemethyl(phenyl)iodonium tetrafluoroborate In chloroform at 60℃; Stage #2: With sulfuric acid In methanol; water at 60℃; for 9h; | A 100% B n/a C n/a |
A
- 591-50-4
iodobenzene
| Conditions | Yield |
|---|---|
| With tetrabutylammonium trifluoromethylsulfonate In chloroform at 60℃; | A 100% B 34% C 63% |
Iodobenzene Consensus Reports
Iodobenzene Specification
The Iodobenzene is an organic compound with the formula C6H5I. The IUPAC name of this chemical is iodobenzene. With the CAS registry number 591-50-4, it is also named as phenyliodonium. The product's categories are Aromatic Halides (substituted); Organics; API Intermediates; Iodine Compounds; Pharmaceutical Intermediate; Aryl; C6; Halogenated Hydrocarbons. Besides, it is useful as a synthetic intermediate in organic chemistry.
Physical properties about Iodobenzene are: (1)ACD/LogP: 3.33; (2)ACD/LogD (pH 5.5): 3.325; (3)ACD/LogD (pH 7.4): 3.325; (4)ACD/BCF (pH 5.5): 198.31; (5)ACD/BCF (pH 7.4): 198.31; (6)ACD/KOC (pH 5.5): 1534.783; (7)ACD/KOC (pH 7.4): 1534.783; (8)Index of Refraction: 1.62; (9)Molar Refractivity: 39.16 cm3; (10)Molar Volume: 111.506 cm3; (11)Polarizability: 15.524×10-24cm3; (12)Surface Tension: 41.423 dyne/cm; (13)Density: 1.83 g/cm3; (14)Flash Point: 74.444 °C; (15)Enthalpy of Vaporization: 40.715 kJ/mol; (16)Boiling Point: 188.329 °C at 760 mmHg; (17)Vapour Pressure: 0.831 mmHg at 25°C.
Preparation: this chemical can be prepared in the laboratory from aniline via the Sandmeyer reaction. In the first step, the amine functional group is diazotized with hydrochloric acid and sodium nitrite. Potassium iodide is added to the resultant diazonium chloride, causing nitrogen gas to evolve. Any excess nitrite is hydrolyzed with a strong base; the mixture is acidified and the desired product is separated by steam distillation.
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Uses of Iodobenzene: it can be used to produce biphenyl at temperature of 130 °C. It will need reagent triethylamine, t-butylmethylbenzyl sulfide, phenyl halide and solvent dimethylformamide with reaction time of 24 hours. The yield is about 96%.
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When you are using this chemical, please be cautious about it as the following:
It is harmful 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. When you are using it, wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)I
(2)InChI: InChI=1/C6H5I/c7-6-4-2-1-3-5-6/h1-5H
(3)InChIKey: SNHMUERNLJLMHN-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H
(5)Std. InChIKey: SNHMUERNLJLMHN-UHFFFAOYSA-N
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