Name | 2-Iodobiphenyl |
Synonyms | NSC 9283 AI3-15371 2-IODOBIPHENYL O-IODODIPHENYL 2-Iodobiphenyl o-Iodobiphenyl 2-iodobilohenyl Biphenyl, 2-iodo- o-Phenyliodobenzene 2-Iodo-1,1'-biphenyl 2-iodo-1,1'-biphenyl 2-Iodo-1-phenylbenzene 1,1'-Biphenyl, 2-iodo- Biphenyl, 2-iodo- (6CI,7CI,8CI) 2-Iodobiphenyl Solution, 1000ppm |
CAS | 2113-51-1 |
EINECS | 218-303-3 |
InChI | InChI=1/C12H9I/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H |
InChIKey | QFUYDAGNUJWBSM-UHFFFAOYSA-N |
Molecular Formula | C12H9I |
Molar Mass | 280.1 |
Density | 1.59 g/mL at 25 °C (lit.) |
Melting Point | 55-57 °C |
Boling Point | 300 °C (lit.) |
Flash Point | >230°F |
Water Solubility | Insoluble in water. |
Vapor Presure | 0.000295mmHg at 25°C |
Appearance | Liquid |
Color | Clear colorless to yellow |
BRN | 2206820 |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Sensitive | Light Sensitive |
Refractive Index | n20/D 1.662(lit.) |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R63 - Possible risk of harm to the unborn child R42/43 - May cause sensitization by inhalation and skin contact. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S23 - Do not breathe vapour. |
WGK Germany | 3 |
RTECS | DV5384800 |
TSCA | Yes |
HS Code | 29039990 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Application | 2-iodobiphenyl is also called 2-iodo-1, 1 '-biphenyl, which can be prepared from phenylboronic acid and o-iodoaniline through Suzuki coupling reaction to obtain [1,1'-biphenyl]-2-amine, how to obtain 2-iodobiphenyl through diazotization reaction. |
preparation | 1) preparation of [1,1 '-biphenyl]-2-amine (1a-1): o-iodoaniline (20.00g,91.31mmol) and K3PO4(48.46g,228.29mmol) are added to the ethanol solution (500ml) of phenoborate acid (12.36g,109.58mmol), pd (PPh3)4(1.06g,0.91mmol). The reaction solution was reacted under argon protection for 6 hours, and then the ethanol was removed under reduced pressure. The residue is dissolved with ethyl acetate, washed with water and saturated salt water once in turn, dried with anhydrous sodium sulfate, filtered, and reduced pressure to remove the solvent. The obtained residue was chromatography with silica gel column (volume ratio of eluent, petroleum ether: ethyl acetate = 20 ∶ 1-10 ∶ 1) to obtain yellow solid 1a-1(14.68g,95% yield). 2) Preparation of 2-iodobiphenyl (1a-2): Add 4M aqueous hydrochloric acid solution (221.7ml) to 1a-1 tetrahydrofuran solution (280ml). After stirring for 20 minutes, an aqueous solution (20ml) of sodium nitrite (9.17g,132.96mmol) was added dropwise under the ice water bath. After stirring for 30 minutes, an aqueous solution (20ml) of potassium iodide (36.79g,221.16mmol) was added dropwise under an ice water bath. After stirring for 30 minutes, the solution slowly rises to room temperature and stirring for another hour. Finally, drop 1M of sodium thiosulfate solution until the color of the reaction solution does not change. The liquid is separated and the aqueous phase is extracted with ethyl acetate (100mL × 3). Combine the organic phase, wash with water (50mL × 2) and saturated salt water (50mL × 1) in turn, dry with anhydrous sodium sulfate, filter, and remove the solvent under reduced pressure. |