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4-Iodobiphenyl

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Name

4-Iodobiphenyl

EINECS 216-469-1
CAS No. 1591-31-7 Density 1.584 g/cm3
PSA 0.00000 LogP 3.95820
Solubility Slightly soluble in water. Melting Point 110-114 °C
Formula C12H9I Boiling Point 322.7 °C at 760 mmHg
Molecular Weight 280.108 Flash Point 145.8 °C
Transport Information UN 3077 9/PG 3 Appearance Off-white crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1591-31-7 (4-Iodobiphenyl) Hazard Symbols IrritantXi,DangerousN,HarmfulXn
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;

Article Data 157

4-Iodobiphenyl Synthetic route

92-52-4

biphenyl

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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%
624-38-4

para-diiodobenzene

98-80-6

phenylboronic acid

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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%
5122-94-1

4-biphenylboronic acid

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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%
91493-19-5

4-iodoxybiphenyl

501-65-5

diphenyl acetylene

A

1591-31-7

4-iodo-biphenyl

B

134-81-6

benzil

Conditions
ConditionsYield
In nitrobenzene at 170℃; for 5h;A 98%
B 34.5%
1514-50-7

4-iodobenzenediazonium tetrafluoroborate

98-80-6

phenylboronic acid

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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-biphenyldiazonium tetrafluoroborate

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With trimethylsilyl iodide; methyl iodide In N,N-dimethyl-formamide for 1h; Ambient temperature;97%
92-66-0

4-bromo-1,1'-biphenyl

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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%
624-38-4

para-diiodobenzene

780-69-8

triethoxyphenylsilane

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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%
960-16-7

tributylphenylstannane

4-Iodobenzenediazonium o-benzenedisulfonimide

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; Stille reaction;90%

potassium biphenyl-4-yltrifluoroborate

1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
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%

4-Iodobiphenyl Chemical Properties

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 Uses

 4-Iodobiphenyl (1591-31-7) is used as an intermediate of pharmaceutical and LCD.

4-Iodobiphenyl Safety Profile

Hazard Codes:HarmfulXn,IrritantXi,DangerousN
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

4-Iodobiphenyl Specification

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.

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