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CAS No.: | 1591-31-7 |
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Name: | 4-Iodobiphenyl |
Article Data: | 157 |
Molecular Structure: | |
Formula: | C12H9I |
Molecular Weight: | 280.108 |
Synonyms: | Biphenyl, 4-iodo- (8CI);1, 1-Biphenyl, 4-iodo-;p-Phenyliodobenzene;Biphenyl, 4-iodo-;4-Biphenyl iodide;p-Iodobiphenyl;1,1-Biphenyl, 4-iodo-;1-iodo-4-phenyl-benzene; |
EINECS: | 216-469-1 |
Density: | 1.584 g/cm3 |
Melting Point: | 110-114 °C |
Boiling Point: | 322.7 °C at 760 mmHg |
Flash Point: | 145.8 °C |
Solubility: | Slightly soluble in water. |
Appearance: | Off-white crystalline powder |
Hazard Symbols: | Xi,N,Xn |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39 |
Transport Information: | UN 3077 9/PG 3 |
PSA: | 0.00000 |
LogP: | 3.95820 |
Conditions | Yield |
---|---|
With dicloroiodoisocyanuric acid In acetonitrile at 20℃; for 2.5h; Darkness; regioselective reaction; | 99% |
With sulfuric acid; iodine; periodic acid; H-β zeolite In water; acetic acid at 20 - 118℃; for 6h; Heating / reflux; | 92% |
With tetramethylammonium dibromoiodate(I) at 20℃; for 0.333333h; | 90% |
Conditions | Yield |
---|---|
With potassium phosphate In ethanol; water at 28℃; for 24h; Catalytic behavior; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Green chemistry; | 99% |
With 5%-palladium/activated carbon; sodium carbonate In water at 60℃; for 6h; Reagent/catalyst; Temperature; | 95% |
With sodium hydroxide In ethanol at 25℃; for 1.5h; Suzuki-Miyaura Coupling; Irradiation; Sealed tube; Green chemistry; | 92% |
With potassium carbonate In water at 90℃; for 5h; Suzuki Coupling; Green chemistry; | 91% |
With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide; tetrabutylammomium bromide; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Catalytic behavior; Reagent/catalyst; Suzuki Coupling; | 80% |
Conditions | Yield |
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With sodium nitrite In acetonitrile at 80℃; for 0.5h; Sealed tube; | 99% |
With N-iodo-succinimide; potassium acetate In acetonitrile at 50℃; for 4h; | 97% |
With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h; | 93% |
With perfluoroisopropyl iodide; copper; hydroquinone In N,N-dimethyl-formamide at 20℃; for 24h; | 88% |
With iodine; potassium carbonate In toluene at 70℃; under 750.075 Torr; for 7h; Inert atmosphere; | 50.8% |
Conditions | Yield |
---|---|
In nitrobenzene at 170℃; for 5h; | A 98% B 34.5% |
Conditions | Yield |
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With polystyrene-supported-diiodobis(theophylline)palladium(II) complex In methanol at 25℃; for 3h; Suzuki-Miyaura Coupling; chemoselective reaction; | 98% |
With 5% Pd/BaCO3 In methanol at 25℃; for 12h; | 87% |
polystyrene-supported N-heterocyclic carbene-Pd complex In ethanol at 20℃; for 12h; Suzuki-Miyaura cross-coupling; | 65% |
4-iodo-biphenyl
Conditions | Yield |
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With trimethylsilyl iodide; methyl iodide In N,N-dimethyl-formamide for 1h; Ambient temperature; | 97% |
Conditions | Yield |
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With copper(l) iodide; Trimethylenediamine; sodium iodide In pentan-1-ol at 130℃; for 22h; aromatic Finkelstein reaction; | 96% |
Stage #1: 4-bromo-1,1'-biphenyl With Trimethylenediamine; sodium iodide; copper(l) iodide In pentan-1-ol at 130℃; for 22h; Stage #2: With ammonia | 96% |
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 100℃; for 1h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation; | 96% |
Conditions | Yield |
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With sodium hydroxide In water at 90℃; for 6h; Hiyama Coupling; Green chemistry; | 93% |
With sodium hydroxide In ethanol at 25℃; for 5h; Hiyama Coupling; Irradiation; Sealed tube; Green chemistry; | 88% |
Conditions | Yield |
---|---|
palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; Stille reaction; | 90% |
4-iodo-biphenyl
Conditions | Yield |
---|---|
With 2-iodo-propane; dimethylglyoxal In water at 23℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation; Green chemistry; | 90% |
With acetic acid; lithium iodide In dimethyl sulfoxide at 100℃; for 8h; Schlenk technique; | 71% |
With tetra-(n-butyl)ammonium iodide; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 25℃; for 16h; Sealed tube; | 68% |
With caesium tribromide In water; N,N-dimethyl-formamide at 80℃; for 6h; chemoselective reaction; | 45% |
IUPAC Name:1-Iodo-4-phenylbenzene
Molecular Formula: C12H9I
Molecular Weight: 280.104330 g/mol
EINECS:216-469-1
Melting Point: 110-114 °C
Density: 1.584 g/cm3
Flash Point: 145.8 °C
Sensitive: Light
Boiling Point: 322.7 °C at 760 mmHg
Vapour Pressure: 0.000517 mmHg at 25 °C
Water Solubility: 0.9974 mg/L at 25 °C
Molecular Structure of 4-Iodobiphenyl (1591-31-7):
Categories of 4-Iodobiphenyl (1591-31-7): Biphenyl derivatives;pharmacetical;Halides;Phenyls & Phenyl-Het;Halogenated Hydrocarbons
4-Iodobiphenyl (1591-31-7) is used as an intermediate of pharmaceutical and LCD.
Hazard Codes:Xn,Xi,N
Risk Statements:22-41-50/53-36/37/38
22:Harmful if swallowed
41:Risk of serious damage to eyes
50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-39-60-61-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39:Wear eye/face protection
60:This material and/or its container must be disposed of as hazardous waste
61:Avoid release to the environment. Refer to special instructions safety data sheet
37/39:Wear suitable gloves and eye/face protection
First Aid Measures of 4-Iodobiphenyl (1591-31-7):
Ingestion:If swallowed, wash out mouth with water provided person is conscious. Call a physician.
Inhalation:If inhaled, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen.
Skin:In case of skin contact, flush with copious amounts of water for at least 15 minutes. Remove contaminated clothing and shoes. Call a physician.
Eyes:In case of contact with eyes, flush with copious amounts of water for at least 15 minutes. Assure adequate flushing by separating the eyelids with fingers. Call a physician.