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

Safety Information

Hazard Codes 

Xi

HS Code 

2933.29.4300

HazardClass 

IRRITANT

2,2'-Biimidazole Usage And Synthesis

Chemical Properties

2,2'-Biimidazole is soluble in polar solvents such as methanol, water and dimethyl sulfoxide (DMSO).

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.

Application

2,2'-Biimidazole is an important organic reagent used as:
(1) Preparation of catalytically active coordination compounds. It is a Lewis base capable of producing coordination compounds with metal ions such as Cu(I), Ag(I), Au(I-II) and palladium, which are used as efficient catalysts in other chemical reactions.
(2) Construction of hypercrosslinked polymers 2,2′-biimidazolyl HCPs, which are used as adsorbents and sensors for iodine capture and DNP detection in the field of environmental remediation.
(3) Synthesis of fluorescent proteins, nanoparticles and other ligand compounds.

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.

2,2'-Biimidazole(492-98-8)Related Product Information

• 2,2'-BIS(4,5-DIMETHYLIMIDAZOLE)
• 2,2'-Bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole
• 2,2',4-Tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4',5'-diphenyl-1,1'-biimidazole
• -biimidazole,2,2'-Bis(2-dichlorophenyl)-4,4'5,5'-tetraphenyl-1,2'-biimidazole
• 2,2'-BIBENZIMIDAZOLE
• 2,2'-BIIMIDAZOLE
• 1-METHYL-1H,1'H-[2,2']BIIMIDAZOLYL
• 2-(1-METHYLIMIDAZOL-2-YL)-1H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID
• 1,1'-DIMETHYL-1H,1'H-[2,2']BIIMIDAZOLYL
• 1,1'-DIETHYL-1H,1'H-[2,2']BIIMIDAZOLYL
• 2,2'-BI-(IMIDAZOL-1-YL-ACETIC ACID)
• BI-(1,4,5-TRIMETHYL-IMIDAZOLE)
• 4,5-DIBROMO-2-(4,5-DIBROMOIMIDAZOL-2-YL)IMIDAZOLE
• 6,6'-DICHLORO-4,4'-DIMETHYL-1H,1'H-[2,2']BIBENZOIMIDAZOLYL
• 6-(1'-METHYL-[2,2']BIIMIDAZOLYL-1-YL)HEXYLAMINE HCL
• 4,4'-DIETHYL-1H,1'H-[2,2']BIIMIDAZOLYL
• (1'-METHYL-1'H-[2,2']BIIMIDAZOLYL-1-YL)ACETIC ACID
• 2,2'-BI-[N-(2-AMINO-ETHYL)IMIDAZOLE] 4HCL