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| | 4,4'-Dibromo-2,2'-diiodobiphenyl Basic information |
| Product Name: | 4,4'-Dibromo-2,2'-diiodobiphenyl | | Synonyms: | 2,2'-Diiodo-4,4'-dibromobiphenyl;1,1'-Biphenyl, 4,4'-dibroMo-2,2'-diiodo-;4,4'-Dibromo-2,2'-diiodobiphenyl;4-bromo-1-(4-bromo-2-iodophenyl)-2-iodobenzene;4,4'-Dibromo-2,2'-diiodobiphenyl >;4,4'-Dibromo-2,2'-diiodo-1,1'-biphenyl | | CAS: | 852138-89-7 | | MF: | C12H6Br2I2 | | MW: | 563.79 | | EINECS: | | | Product Categories: | OLED | | Mol File: | 852138-89-7.mol |  |
| | 4,4'-Dibromo-2,2'-diiodobiphenyl Chemical Properties |
| Melting point | 91℃ | | Boiling point | 477.6±45.0 °C(Predicted) | | density | 2.438 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | color | White to Yellow | | InChI | InChI=1S/C12H6Br2I2/c13-7-1-3-9(11(15)5-7)10-4-2-8(14)6-12(10)16/h1-6H | | InChIKey | JPXBIAWPJOGFCF-UHFFFAOYSA-N | | SMILES | C1(C2=CC=C(Br)C=C2I)=CC=C(Br)C=C1I |
| | 4,4'-Dibromo-2,2'-diiodobiphenyl Usage And Synthesis |
| Uses | 4,4''-Dibromo-2,2’-diiodobiphenyl (CAS# 852138-89-7) is a useful building block, and is seen in the preparation of hybrid organic/inorganic heterofluorene polymers and in low band-gap polymers for use in photovoltaics. | | Synthesis | 
Synthesis of 4,4'-Dibromo-2,2'-diiodobiphenyl A solution of diamine (16.0 g, 46.8 mmol) and concentrated HCl (56.0 mL) in water (64.0 mL) was cooled to 0 C. Next, 8.0g (116 mmol) of NaNO2 in 40 mL of water was added dropwise to the diamine solution over a period of 30 min, keeping the temperature at 0 C. After the addition of NaNO2 was complete, the resulting mixture was stirred for an additional 30 min. and an aqueous solution of KI (77.7 g in 150 mL of water) at-5 C was added dropwise over 30 min. The reaction mixture was then stirred (by mechanical stirrer) for 1h at r.t and 3 h at 60 C, giving a dark brown solution. The solution was then cooled to 25 C and the brown precipitate was collected by filtration. The crude brown solid was then purified by column chromatography (silica gel, hexane). The title compound as a white solid (7.4 g, 28 % yield). 1H NMR (CDCl3): | (ppm) 7.04 (2H, d), 7.57 (2H, d), 8.11 (2H, s). | | References | [1] Journal of Materials Chemistry, 2011, vol. 21, # 32, p. 11800 - 11814
[2] Journal of Materials Chemistry A, 2016, vol. 4, # 22, p. 8750 - 8754
[3] Chemistry - An Asian Journal, 2015, vol. 10, # 10, p. 2134 - 2138
[4] Journal of the American Chemical Society, 2005, vol. 127, # 21, p. 7662 - 7663
[5] Organic Electronics: physics, materials, applications, 2018, vol. 59, p. 77 - 83 |
| | 4,4'-Dibromo-2,2'-diiodobiphenyl Preparation Products And Raw materials |
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