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2,2′-Biimidazole

2,2′-Biimidazole structure

CAS No:
492-98-8
Formula:
C6H6N4
Chemical Name:
2,2′-Biimidazole
Synonyms:
2,2′-Bi-1H-imidazole;2,2′-Biimidazole;Glycosine of Debus;2,2′-Diimidazole;2,2′-Biimidazolyl;2,2′-Bisimidazole;NSC 522950;1H,1′H-2,2′-Biimidazole;H2BIm;1H,1′H-[2,2′]Biimidazolyl;2-(1H-Imidazol-2-yl)-1H-imidazole;178362-76-0
Categories:
Chemical Reagents > Organic Reagents

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2,2′-Biimidazole Basic Attributes

Molecular Weight：

134.14

Exact Mass：

134.14

EC Number：

207-768-8

NSC Number：

522950

DSSTox ID：

DTXSID30197715

HScode：

2933290090

Characteristics

PSA：

57.4

XLogP3：

-0.1

Density：

1.4±0.1 g/cm3

Melting Point：

>300 °C

Boiling Point：

455.5ºC at 760mmHg

Flash Point：

238.1±17.0 °C

Refractive Index：

1.655

Vapor Pressure：

1.75E-08mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Marks：

Precautionary statement(s)：

P201, P202, P260, P264, P270, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P330, P332+P313, P337+P313, P362, P363, P405, P501

Hazard Statements：

H302

Drug Information

MeSH Entry Terms：

2,2'-biimidazole

2,2′-Biimidazole Use and Manufacturing

120 ml of distilled water was added to 1, 092 g (14.2 mol, 4.0 eq.) of ammonium acetate at 40[deg.] C., and 500 g of 20 wt percent aqueous glyoxal (3.45 mol) was then slowly added dropwise to the resulting slurry for three hours while vigorously stirring. Immediately after the addition was finished, the reaction mixture was neutralized with distilled water so as to adjust 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 (53.2percent yield) of 2, 2'-bi-1H-imidazole having a purity of not less than 97percent.[0021] The same amount of glyoxal as in Example was reacted with ammonium acetate in the same manner as described in Example 1. The reaction mixture was then neutralized with 5percent aqueous sodium hydroxide, instead of aqueous ammonia, to obtain 70.6 g (45.8percent yield) of the desired product.Example 3 Example 4

Computed Properties

Molecular Weight:134.14
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:134.059246208
Monoisotopic Mass:134.059246208
Topological Polar Surface Area:57.4
Heavy Atom Count:10
Complexity:102
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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