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2,2'-Biimidazole

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2,2'-Biimidazole Basic information

Product Name:
2,2'-Biimidazole
Synonyms:
  • bisimidazole
  • LABOTEST-BB LTBB005450
  • 2,2'-bi-1H-imidazole
  • 2-(1H-imidazol-2-yl)-1H-imidazole
  • 1H,1'H-[2,2']BIIMIDAZOLYL
  • 2,2'-BIIMIDAZOLE
  • 1H,1'H-2,2'-BiiMidazole
  • 2,2'-Biimidazolyl
CAS:
492-98-8
MF:
C6H6N4
MW:
134.14
EINECS:
207-768-8
Mol File:
492-98-8.mol
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2,2'-Biimidazole Chemical Properties

Melting point:
>350°C
Boiling point:
455.5±28.0 °C(Predicted)
Density 
1.371±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
pK1: 5.01(+1) (25°C,μ= 0.3)
color 
Light yellow to Brown to Dark green
λmax
274nm(HCl aq.)(lit.)
InChI
InChI=1S/C6H6N4/c1-2-8-5(7-1)6-9-3-4-10-6/h1-4H,(H,7,8)(H,9,10)
InChIKey
AZUHIVLOSAPWDM-UHFFFAOYSA-N
SMILES
C1(C2NC=CN=2)NC=CN=1
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Safety Information

Hazard Codes 
Xi
HS Code 
2933.29.4300
HazardClass 
IRRITANT
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2,2'-Biimidazole Usage And Synthesis

Uses

1H,1''H-2,2''-Biimidazole is used in the preparation of complexes that exhibits photoluminescence and optical properties. Also used in the preparation of bismuth biimidazoles as semi-conductors.

Synthesis

120 ml of distilled water was added to 1,092 g (14.2 mol, 4.0 eq.) of ammonium acetate at 40 ℃, 500 g of 20 wt percent aqueous glyoxal (3.45 mol) was then slowly added dropwise to the resulting slurry for three hours while stirring vigorously. Immediately after the addition was finished, the reaction mixture was neutralized with distilled water to adjust the pH to 5-7. The produced brown-colored solid was filtered and washed alternately with 500 ml of acetone and 500 ml of distilled water several times to obtain 82.0 g (53.2 percent yield) of 2,2'-Biimidazole.

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