4,4'-Dibromo-2,2'-diiodobiphenyl synthesis
- Product Name:4,4'-Dibromo-2,2'-diiodobiphenyl
- CAS Number:852138-89-7
- Molecular formula:C12H6Br2I2
- Molecular Weight:563.79
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): δ (ppm) 7.04 (2H, d), 7.57 (2H, d), 8.11 (2H, s).
3460-18-2
287 suppliers
$6.00/10g
852138-89-7
105 suppliers
$13.00/100mg
Yield:-
Steps:
Multi-step reaction with 3 steps
1.1: copper / N,N-dimethyl-formamide / 2 h / 125 °C / Inert atmosphere
2.1: hydrogenchloride; tin / ethanol; water / 2 h / 100 °C / Inert atmosphere
3.1: hydrogenchloride; sodium nitrite / water; acetonitrile / 1 h / -10 - -5 °C / Inert atmosphere
3.2: 20 h / 80 °C / Inert atmosphere
References:
Keyworth, Colin W.;Chan, Khai Leok;Labram, John G.;Anthopoulos, Thomas D.;Watkins, Scott E.;McKiernan, Mary;White, Andrew J. P.;Holmes, Andrew B.;Williams, Charlotte K. [Journal of Materials Chemistry,2011,vol. 21,# 32,p. 11800 - 11814]
136630-36-9
86 suppliers
$19.00/250mg
852138-89-7
105 suppliers
$13.00/100mg
91371-12-9
60 suppliers
$30.00/1g
852138-89-7
105 suppliers
$13.00/100mg