4,4'-dibroMo-2,2'-dinitrobiphenyl Chemical Properties

Melting point:

145-150°C

Boiling point:

452.9±40.0 °C(Predicted)

Density 

1.907±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

Appearance

Light yellow to yellow Solid

InChI

1S/C12H6Br2N2O4/c13-7-1-3-9(11(5-7)15(17)18)10-4-2-8(14)6-12(10)16(19)20/h1-6H

InChIKey

REUCYFQYHWKXPH-UHFFFAOYSA-N

SMILES

[O-][N+](=O)c1cc(Br)ccc1-c2ccc(Br)cc2[N+]([O-])=O

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

37/38-41-50

Safety Statements 

26-39-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

Storage Class

11 - Combustible Solids

Hazard Classifications

Aquatic Acute 1
Eye Dam. 1
Skin Irrit. 2
STOT SE 3

4,4'-dibroMo-2,2'-dinitrobiphenyl Usage And Synthesis

Synthesis

(1) Under nitrogen protection, 2,5-dibromonitrobenzene (14.1 g, 50 mmol) was dissolved in 55 mL of N,N-dimethylformamide with copper powder (7.0 g, 109 mmol), and the reaction was stirred for 1 hour at 125°C. After completion of the reaction, the reaction was cooled to room temperature, the reaction mixture was filtered, and the solid residue was washed with an appropriate amount of toluene to ensure that the target product, 4,4'-dibromo-2,2'-dinitrobiphenyl, was dissolved in the filtrate. The filtrate was distilled under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography and separated under reduced pressure with petroleum ether and dichloromethane (4:1, v/v) as eluent to give a yellow solid product in 91% yield. The product was characterized by 1H NMR and confirmed to be 4,4'-dibromo-2,2'-dinitrobiphenyl.

References

[1] Journal of Materials Chemistry C, 2015, vol. 3, # 11, p. 2624 - 2631
[2] Journal of Materials Chemistry A, 2016, vol. 4, # 22, p. 8750 - 8754
[3] Patent: CN104311588, 2016, B. Location in patent: Paragraph 0026; 0027
[4] Journal of the American Chemical Society, 2005, vol. 127, # 21, p. 7662 - 7663
[5] Patent: CN103819455, 2016, B. Location in patent: Paragraph 0067; 0068; 0069

4,4'-dibroMo-2,2'-dinitrobiphenyl(91371-12-9)Related Product Information

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